Enantioselective Transition Metal Catalyzed Cyclizations Via Difunctionalization Of Alkenes

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Enantioselective Transition-metal-catalyzed Cyclizations Via Difunctionalization of Alkenes

Author : Andrew Whyte
Publisher :
ISBN 13 :
Total Pages : 0 pages
Book Rating : 4.:/5 (133 download)

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Book Synopsis Enantioselective Transition-metal-catalyzed Cyclizations Via Difunctionalization of Alkenes by : Andrew Whyte

Download or read book Enantioselective Transition-metal-catalyzed Cyclizations Via Difunctionalization of Alkenes written by Andrew Whyte and published by . This book was released on 2020 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Asymmetric synthesis plays a critical role in the synthesis of modern pharmaceutical compounds which often contain complex stereochemical information and require a highly controlled synthesis. The Lautens group has developed numerous strategies to assemble heterocycles which often mirror key frameworks found in pharmaceutically important compounds as well as natural products. Chapters 1-4 describe a copper-catalyzed borylative cyclization strategy to access enantioenriched oxindoles, polycyclic indolines, and cyclobutanols. The in-situ generated chiral copper-boron species is proposed to undergo an enantioselective migratory insertion prior to intramolecular cyclization. The newly installed neopentyl boronate was readily converted to new carbon−carbon and carbon−heteroatom bonds. The methods were developed as a complementary strategy to established palladium-catalyzed domino cyclizations. Chapters 5-6 describe an asymmetric cobalt-catalyzed domino cyclization/C−H functionalization cascade. These reactions forge multiple new bonds in a regio-, diastereo- and enantioselective fashion. Early efforts detail the cleavage of aryl C−H bonds and their addition across 1,6-enynes in a hydroarylation cascade. The second part of the chapter discusses the development of a hydroacylation analog, using aldehydes as C−H bond donors. Chapter 7 describes a norbornene-mediated C−H functionalization Catellani-type reaction wherein two new carbon−nitrogen bonds are formed. The challenge in this process was optimizing an intermolecular process to outcompete an intramolecular cyclization. The second part of the chapter details preliminary efforts to undergo enantioselective palladium-catalyzed cyclizations where the cyclized palladium intermediate catalyzes a second cyclization prior to reductive elimination. The resulting tethered bisheterocyclic scaffolds demonstrated the utility of palladium catalysis in forging numerous new bonds.

Transition Metal-Catalyzed Carbene Transformations

Author : Jianbo Wang
Publisher : John Wiley & Sons
ISBN 13 : 3527347992
Total Pages : 450 pages
Book Rating : 4.5/5 (273 download)

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Book Synopsis Transition Metal-Catalyzed Carbene Transformations by : Jianbo Wang

Download or read book Transition Metal-Catalyzed Carbene Transformations written by Jianbo Wang and published by John Wiley & Sons. This book was released on 2022-05-16 with total page 450 pages. Available in PDF, EPUB and Kindle. Book excerpt: Presents an up-to-date overview of the rapidly growing field of carbene transformations Carbene transformations have had an enormous impact on catalysis and organometallic chemistry. With the growth of transition metal-catalyzed carbene transformations in recent decades, carbene transformations are today an important compound class in organic synthesis as well as in the pharmaceutical and agrochemical industries. Edited by leading experts in the field, Transition Metal-Catalyzed Carbene Transformations is a thorough summary of the most recent advances in the rapidly expanding research area. This authoritative volume covers different reaction types such as ring forming reactions and rearrangement reactions, details their conditions and properties, and provides readers with accurate information on a wide range of carbene reactions. Twelve in-depth chapters address topics including carbene C-H bond insertion in alkane functionalization, the application of engineered enzymes in asymmetric carbene transfer, progress in transition-metal-catalyzed cross-coupling using carbene precursors, and more. Throughout the text, the authors highlight novel catalytic systems, transformations, and applications of transition-metal-catalyzed carbene transfer. Highlights the dynamic nature of the field of transition-metal-catalyzed carbene transformations Summarizes the catalytic radical approach for selective carbene cyclopropanation, high enantioselectivity in X-H insertions, and bio-inspired carbene transformations Introduces chiral N,N'-dioxide and chiral guanidine-based catalysts and different transformations with gold catalysis Discusses approaches in cycloaddition reactions with metal carbenes and polymerization with carbene transformations Outlines multicomponent reactions through gem-difunctionalization and transition-metal-catalyzed cross-coupling using carbene precursors Transition Metal-Catalyzed Carbene Transformations is essential reading for all chemists involved in organometallics, including organic and inorganic chemists, catalytic chemists, and chemists working in industry.

Rhodium-Catalyzed Enantioselective Desymmetrizations of Oxabicyclic Alkenes and Alkene Difunctionalization Via Nickel-Catalyzed Arylcyanation

Download Rhodium-Catalyzed Enantioselective Desymmetrizations of Oxabicyclic Alkenes and Alkene Difunctionalization Via Nickel-Catalyzed Arylcyanation PDF Online Free

Author : Andy Wei Jen Yen
Publisher :
ISBN 13 :
Total Pages : 0 pages
Book Rating : 4.:/5 (133 download)

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Book Synopsis Rhodium-Catalyzed Enantioselective Desymmetrizations of Oxabicyclic Alkenes and Alkene Difunctionalization Via Nickel-Catalyzed Arylcyanation by : Andy Wei Jen Yen

Download or read book Rhodium-Catalyzed Enantioselective Desymmetrizations of Oxabicyclic Alkenes and Alkene Difunctionalization Via Nickel-Catalyzed Arylcyanation written by Andy Wei Jen Yen and published by . This book was released on 2020 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: The synthesis of heterocycles using transition metal catalysis is a topic of broad interest in the field of organic chemistry. Transition metal catalysts allow many diverse bond disconnections to be realized, allowing for many ways to assemble heterocycles. Many of the transformations developed in the Lautens group are aimed at atom economical bond construction processes that streamline synthesis and minimize waste. The arylcyanation reaction and the asymmetric ring opening (ARO) reaction are two examples of methods developed in our group that embody this design principle. Chapter 1 of this thesis describes the development of a nickel-catalyzed arylcyanation reaction for the synthesis of 3,3-disubstituted oxindoles. This method was inspired by our work on the palladium-catalyzed arylcyanation reaction, originally developed to address challenges in the formal synthesis of (+)-corynoline. This nickel-catalyzed reaction uses an air-stable catalyst precursor to achieve a highly practical synthesis of a nitrile-containing oxindole via a domino Heck-cyanide capture cascade. Derivatizations of the nitrile group affords a series of novel heterocyclic scaffolds. Chapter 2 details the discovery and development of a novel enantioselective cycloisomerization reaction of oxabicyclic alkenes. Our work on developing the intramolecular asymmetric ring opening reaction led to the discovery of a novel epoxide synthesis. Specifically, when bridgehead substituted oxabicyclic alkenes with non-nucleophilic side chains are reacted with the [Rh(cod)2]OTf/PPF-PtBu2 catalyst in the absence of an external nucleophile, chiral epoxides are obtained. The synthesis of epoxides through cycloisomerization reactions possesses 100% atom economy and avoids the use of external oxidant. Chapter 3 describes an asymmetric ring opening reaction, specifically to address gaps in the methodology concerning amine nucleophiles. We were inspired by our group's previous attempts to use amino acid derived nucleophiles in the ARO reaction. We developed a way to incorporate amino acids into the ARO reaction by employing their 2-nitrobenzenesulfonamide (nosyl) derivatives as pronucleophiles. Intriguingly, we observed a divergence in reactivity between the diastereomeric hydroxyester products, in that one diastereomer was capable of lactonization and the other was not. This led to the enantioselective synthesis of chiral oxazinones, which are similar to the naphthoxazine class of compounds which possess dopaminergic activity.

Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis

Author : Uli Kazmaier
Publisher : Springer Science & Business Media
ISBN 13 : 3642227481
Total Pages : 354 pages
Book Rating : 4.6/5 (422 download)

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Book Synopsis Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis by : Uli Kazmaier

Download or read book Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis written by Uli Kazmaier and published by Springer Science & Business Media. This book was released on 2011-10-29 with total page 354 pages. Available in PDF, EPUB and Kindle. Book excerpt: Giovanni Poli, Guillaume Prestat, Frédéric Liron, Claire Kammerer-Pentier: Selectivity in Palladium Catalyzed Allylic Substitution.- Jonatan Kleimark and Per-Ola Norrby: Computational Insights into Palladium-mediated Allylic Substitution Reactions.- Ludovic Milhau, Patrick J. Guiry: Palladium-catalyzed enantioselective allylic substitution.- Wen-Bo Liu, Ji-Bao Xia, Shu-Li You: Iridium-Catalyzed Asymmetric Allylic Substitutions.- Christina Moberg: Molybdenum- and Tungsten-Catalyzed Enantioselective Allylic Substitutions.- Jean-Baptiste Langlois, Alexandre Alexakis: Copper-catalyzed enantioselective allylic substitution.- Jeanne-Marie Begouin, Johannes E. M. N. Klein, Daniel Weickmann, B. Plietker: Allylic Substitutions Catalyzed by Miscellaneous Metals.- Barry M. Trost, Matthew L. Crawley: Enantioselective Allylic Substitutions in Natural Product Synthesis.

Development of Copper-catalyzed Enantioselective Alkene Difunctionalization Reactions Via Radical Intermediates

Author :
Publisher :
ISBN 13 :
Total Pages : 233 pages
Book Rating : 4.:/5 (914 download)

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Book Synopsis Development of Copper-catalyzed Enantioselective Alkene Difunctionalization Reactions Via Radical Intermediates by :

Download or read book Development of Copper-catalyzed Enantioselective Alkene Difunctionalization Reactions Via Radical Intermediates written by and published by . This book was released on 2015 with total page 233 pages. Available in PDF, EPUB and Kindle. Book excerpt: Chapter 1 A mild, versatile, and convenient method for the efficient oxytrifluoromethylation of unactivated alkenes based on a copper-catalyzed ligand-assisted difunctionalization strategy has been developed. This method provides access to a variety of classes of synthetically useful CF3-containing building blocks from simple starting materials. Chapter 2 A method for the efficient enantioselective oxytrifluoromethylation of alkenes has been developed using a copper catalyst system inspired by the ligand dependence observed in the racemic reaction. Mechanistic studies are consistent with a metal-catalyzed redox radical addition mechanism, in which a C-0 bond is formed via the copper-mediated enantioselective trapping of a prochiral alkyl radical intermediate derived from the initial trifluoromethyl radical addition. Chapter 3 A general and versatile method for the catalytic enantioselective oxyfunctionalization of alkenes has been developed based on a key Cu-mediated enantioselective C-0 bond forming process of prochiral alkyl radical intermediates. A wide range of radicals were found to participate this type of reaction, including azidyl, arylsulfonyl, aryl, acyloxyl and alkyl radicals. This method provides rapid access to a broad spectrum of interesting enantiomerically enriched lactones through tandem C-N/C-O, C-S/C-O, C-Cary/aIkyI/C-O or C-O/C-O bond formation, in good yields and enantiomeric excesses with good functional group compatibility.

Transition Metal Catalyzed Enantioselective Hydroboration and Hydrovinylation of Alkenes

Author : Krishnaja Duvvuri
Publisher :
ISBN 13 :
Total Pages : 500 pages
Book Rating : 4.:/5 (111 download)

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Book Synopsis Transition Metal Catalyzed Enantioselective Hydroboration and Hydrovinylation of Alkenes by : Krishnaja Duvvuri

Download or read book Transition Metal Catalyzed Enantioselective Hydroboration and Hydrovinylation of Alkenes written by Krishnaja Duvvuri and published by . This book was released on 2018 with total page 500 pages. Available in PDF, EPUB and Kindle. Book excerpt: Economic methods to stitch feedstocks onto molecules using chemical synthesis can greatly impact the design and manufacture of molecules, from medicine to materials. For example, olefins, one of the most abundantly obtained class of feedstocks from the petroleum refining industry, are starting carbon units for many of the processes used to produce value-added chemicals in the pharmaceutical, agrochemical and polymer industry. However, many of these processes are often limited with harsh reaction conditions, poor yields and low selectivities. Organic chemists have long been trying to address the unmet challenges in this field; to simultaneously activate and functionalize olefins under mild reaction conditions, with the desired level of precision and selectivity, bond-by-bond, in order to access high value-added molecules from cheap and abundant lower alkenes. My graduate research work focusses on developing methods to address the challenges in olefin activation by employing transition metal catalysts as powerful tools. Mimicking nature’s enzymes and its extra-ordinary selectivity, we seek to address olefin functionalization, more specifically carbon-boron and carbon-carbon bond forming reactions, which could provide a powerful means to access a broad range of advanced, highly functionalized target molecules of interest to medicinal chemistry and related areas. We seek to develop a highly efficient catalytic protocol using the earth abundant metal, cobalt, linked to suitable ligands, to achieve the hydroboration of unactivated olefins to obtain organo-borane products with desired level of yield and selectivity. Although these are highly versatile compounds having wide synthetic utility as pharmaceutical intermediates, there is a paucity of methods to make organo-boranes directly from feedstocks. In this research methodology, a systematic investigation of diverse classes of ligand-cobalt complexes was performed to activate unactivated olefins. Based on mechanistic insights and experimental observations, the ligands were optimized to get the best selectivity of the desired value-added products from substituted dienes. The parameters effecting yields such as organic solvents, temperature and catalyst loading were also examined to process the best yields. The operationally simple, yet unprecedented reactions we discovered expand the realm of hydrofunctionalizations to provide direct access to a number of boranes, of interest in organic synthesis. The resulting boron compounds were further transformed into several chiral building blocks, thus expanding the scope of the primary process for advanced synthesis. -aryl--aminobutyric acid (GABA) derivatives are a large class of medicinally active compounds, examples of which include (R)-Baclophen and (R)-Rolipram. Methods for the efficient enantioselective synthesis this class of compounds were explored through the asymmetric hydrovinylation reaction, the addition of ethylene to olefins. By employing finely tuned chiral nickel complexes, several -substituted styrenes of relevance were found to undergo hydrovinylation in good to modest enantioselectivites. Model subtstrates were further transformed into the GABA precursor illustrating that this class of medicinally active compounds can be accessed from simple starting materials using the hydrovinylation reaction. We expect that the discoveries like this will shorten the considerable distance between the conceptualization of a molecule as a drug candidate and its large-scale synthesis. Beyond this transformation we anticipate that this reactivity will inspire further advances in olefin functionalization.

Explorations on Transition Metal-Catalyzed Enantioselective Cyclization Reactions and Applications of Thiourea Ligands

Author : Min Yang
Publisher : Open Dissertation Press
ISBN 13 : 9781361426487
Total Pages : pages
Book Rating : 4.4/5 (264 download)

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Book Synopsis Explorations on Transition Metal-Catalyzed Enantioselective Cyclization Reactions and Applications of Thiourea Ligands by : Min Yang

Download or read book Explorations on Transition Metal-Catalyzed Enantioselective Cyclization Reactions and Applications of Thiourea Ligands written by Min Yang and published by Open Dissertation Press. This book was released on 2017-01-27 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: This dissertation, "Explorations on Transition Metal-catalyzed Enantioselective Cyclization Reactions and Applications of Thiourea Ligands" by Min, Yang, 楊敏, was obtained from The University of Hong Kong (Pokfulam, Hong Kong) and is being sold pursuant to Creative Commons: Attribution 3.0 Hong Kong License. The content of this dissertation has not been altered in any way. We have altered the formatting in order to facilitate the ease of printing and reading of the dissertation. All rights not granted by the above license are retained by the author. Abstract: Abstract of thesis entitled EXPLORATIONS ON TRANSITION METAL- CATALYZED ENANTIOSELECTIVE CYCLIZATION REACTIONS AND APPLICATIONS OF THIOUREA LIGANDS submitted by Yang Min for the Degree of Doctor of Philosophy at The University of Hong Kong in November 2005 Transition metal-catalyzed carbon-carbon bond formation and carbon- heteroatom bond formation are powerful tools in synthetic chemistry, and have been widely applied in the construction of cyclic compounds. The aim of this project is to develop enantioselective cyclization reactions by the application of transition metals and chiral ligands. A chiral Lewis acid-promoted highly enantioselective intramolecular carbonyl ene cyclization reaction of unsaturated α-keto esters has been developed (Scheme 1). In the presence of chiral Lewis acids such as [Sc((R, R)-Ph- pybox)](OTf) and [Cu((S, S)-Ph-box)](OTf), unsaturated α-keto esters (1.1c-f) 3 2 underwent carbonyl ene reactions smoothly under mild conditions to give cis-1- hydroxyl-2-vinyl esters (1.2c-f) with two new chiral centers, including a quaternary one, in good yields (> 81%), excellent cis stereoselectivities (diastereomeric ratio up to 50:1), and good to excellent enantiomer excesses (up to 99%). This easy entry to the highly functionalized chiral cyclic products under mild conditions will definitely make this catalytic enantioselective method a useful tool for the construction of the chiral skeletons of many medicinal agents and bioactive molecules. A new palladium-catalyzed enantioselective oxidative tandem cyclization method has been developed. In the presence of a catalytic amount of Pd(tfa) /(-)- sparteine with cheap and environmentally benign molecular oxygen as the terminal oxidant, a series of polycyclic indoline derivatives 2.2 with up to two stereocenters (2.2fb) are readily prepared in a single step in good yields and moderate to good enantiomer excesses (up to 91%; Scheme 2). These represent the first examples of enantioselective oxidative tandem cyclization reactions under aerobic conditions. A class of sterically bulky cyclic thiourea ligands (L1-11, Figure 1) have been synthesized. Ligand L1, with bulky t-butyl groups on the aryl moiety, was found to be effective in the palladium-catalyzed oxidation of alcohols under aerobic conditions, in which L1 exhibited good stability to oxidizing agents and efficiently prevented palladium from undergoing aggregation (Scheme 3). This new catalyst system has been applied to a wide variety of substrates such as benzylic alcohols, aliphatic secondary alcohols and allylic alcohols, producing the desired carbonyl compounds in moderate to excellent yields. However, the attempts to apply the chiral thiourea ligands (L7-11) to the palladium-catalyzed oxidative kinetic resolution of secondary alcohols did not give satisfactory results. Scheme 1 Chiral Lewis acid OEt OEt OH 81 87% yield n CH Cl, rt H 2 2 dr > 50:1 75 91% ee _ _ 1.1c 1.2c d d n = 1, 2 Chiral Lewis Acid: or Sc(OTf), Cu(OTf), 2 NN N N Ph Ph Ph Ph Cu(OTf) (20 mol%) 5R 5R 1R OR 1S OR OR L* (22 mol%), CH Cl, rt 2 2 OH 2R 2S OH L* = NN major 1.3e/f 1.1e R = CH 1.2e/f Ph Ph R = Bn 1.1f 91 94% yie

Functionalisation of Heterocycles through Transition Metal Catalyzed C-H Activation

Author : Debabrata Maiti
Publisher : Springer Nature
ISBN 13 : 3031708431
Total Pages : 415 pages
Book Rating : 4.0/5 (317 download)

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Book Synopsis Functionalisation of Heterocycles through Transition Metal Catalyzed C-H Activation by : Debabrata Maiti

Download or read book Functionalisation of Heterocycles through Transition Metal Catalyzed C-H Activation written by Debabrata Maiti and published by Springer Nature. This book was released on with total page 415 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Hypervalent Iodine Chemistry

Author : Viktor V. Zhdankin
Publisher : John Wiley & Sons
ISBN 13 : 1118341309
Total Pages : 630 pages
Book Rating : 4.1/5 (183 download)

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Book Synopsis Hypervalent Iodine Chemistry by : Viktor V. Zhdankin

Download or read book Hypervalent Iodine Chemistry written by Viktor V. Zhdankin and published by John Wiley & Sons. This book was released on 2013-10-01 with total page 630 pages. Available in PDF, EPUB and Kindle. Book excerpt: Hypervalent Iodine Chemistry is the first comprehensive text covering all of the main aspects of the chemistry of organic and inorganic polyvalent iodine compounds, including applications in chemical research, medicine, and industry. Providing a comprehensive overview of the preparation, properties, and synthetic applications of this important class of reagents, the text is presented in the following way: The introductory chapter provides a historical background and describes the general classification of iodine compounds, nomenclature, hypervalent bonding, structural features, and the principles of reactivity of polyvalent iodine compounds. Chapter 2 gives a detailed description of the preparative methods and structural features of all known classes of organic and inorganic derivatives of polyvalent iodine. Chapter 3, the key chapter of the book, deals with the many applications of hypervalent iodine reagents in organic synthesis. Chapter 4 describes the most recent achievements in hypervalent iodine catalysis. Chapter 5 deals with recyclable polymer-supported and nonpolymeric hypervalent iodine reagents. Chapter 6 covers the "green" reactions of hypervalent iodine reagents under solvent-free conditions or in aqueous solutions. The final chapter provides an overview of the important practical applications of polyvalent iodine compounds in medicine and industry. This book is aimed at all chemists interested in iodine compounds, including academic and industrial researchers in inorganic, organic, physical, medicinal, and biological chemistry. It will be particularly useful to synthetic organic and inorganic chemists, including graduate and advanced undergraduate students. It comprehensively covers the green chemistry aspects of hypervalent iodine chemistry, making it especially useful for industrial chemists.

Catalytic Asymmetric Synthesis

Author : Takahiko Akiyama
Publisher : John Wiley & Sons
ISBN 13 : 1119736412
Total Pages : 798 pages
Book Rating : 4.1/5 (197 download)

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Book Synopsis Catalytic Asymmetric Synthesis by : Takahiko Akiyama

Download or read book Catalytic Asymmetric Synthesis written by Takahiko Akiyama and published by John Wiley & Sons. This book was released on 2022-05-27 with total page 798 pages. Available in PDF, EPUB and Kindle. Book excerpt: Catalytic Asymmetric Synthesis Seminal text presenting detailed accounts of the most important catalytic asymmetric reactions known today This book covers the preparation of enantiomerically pure or enriched chemical compounds by use of chiral catalyst molecules. While reviewing the most important catalytic methods for asymmetric organic synthesis, this book highlights the most important and recent developments in catalytic asymmetric synthesis. Edited by two well-qualified experts, sample topics covered in the work include: Metal catalysis, organocatalysis, photoredox catalysis, enzyme catalysis C–H bond functionalization reactions Carbon–carbon bond formation reactions, carbon–halogen bond formation reactions, hydrogenations, polymerizations, flow reactions Axially chiral compounds Retaining the best of its predecessors but now thoroughly up to date with the important and recent developments in catalytic asymmetric synthesis, the 4th edition of Catalytic Asymmetric Synthesis serves as an excellent desktop reference and text for researchers and students, from upper-level undergraduates all the way to experienced professionals in industry or academia.

Copper Catalysis in Organic Synthesis

Author : Gopinathan Anilkumar
Publisher : John Wiley & Sons
ISBN 13 : 3527347372
Total Pages : 504 pages
Book Rating : 4.5/5 (273 download)

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Book Synopsis Copper Catalysis in Organic Synthesis by : Gopinathan Anilkumar

Download or read book Copper Catalysis in Organic Synthesis written by Gopinathan Anilkumar and published by John Wiley & Sons. This book was released on 2020-12-07 with total page 504 pages. Available in PDF, EPUB and Kindle. Book excerpt: The most current information on growing field of copper catalysis Copper Catalysis in Organic Synthesis contains an up-to-date overview of the most important reactions in the presence of copper catalysts. The contributors—noted experts on the topic—provide an introduction to the field of copper catalysis, reviewing its development, scope, and limitations, as well as providing descriptions of various homo- and cross-coupling reactions. In addition, information is presented on copper-catalyzed C–H activation, amination, carbonylation, trifluoromethylation, cyanation, and click reactions. Comprehensive in scope, the book also describes microwave-assisted and multi-component transformations as well as copper-catalyzed reactions in green solvents and continuous flow reactors. The authors highlight the application of copper catalysis in asymmetric synthesis and total synthesis of natural products and heterocycles as well as nanocatalysis. This important book: Examines copper and its use in organic synthesis as a more cost-effective and sustainable for researchers in academia and industry Offers the first up-to-date book to explore copper as a first line catalyst for many organic reactions Presents the most significant developments in the area, including cross-coupling reactions, C–H activation, asymmetric synthesis, and total synthesis of natural products and heterocycles Contains over 20 contributions from leaders in the field Written for catalytic chemists, organic chemists, natural products chemists, pharmaceutical chemists, and chemists in industry, Copper Catalysis in Organic Synthesis offers a book on the growing field of copper catalysis, covering cross-coupling reactions, C–H activation, and applications in the total synthesis of natural products.

Transition Metals in the Synthesis of Complex Organic Molecules

Author : Louis S. Hegedus
Publisher : University Science Books
ISBN 13 : 9781891389047
Total Pages : 358 pages
Book Rating : 4.3/5 (89 download)

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Book Synopsis Transition Metals in the Synthesis of Complex Organic Molecules by : Louis S. Hegedus

Download or read book Transition Metals in the Synthesis of Complex Organic Molecules written by Louis S. Hegedus and published by University Science Books. This book was released on 1999 with total page 358 pages. Available in PDF, EPUB and Kindle. Book excerpt: This second edition offers easy access to the field of organotransition metal chemistry. The book covers the basics of transition metal chemistry, giving a practical introduction to organotransition reaction mechanisms.

Synthesis of Heterocycles via Metal-Catalyzed Reactions that Generate One or More Carbon-Heteroatom Bonds

Author : John P. Wolfe
Publisher : Springer
ISBN 13 : 3642388809
Total Pages : 276 pages
Book Rating : 4.6/5 (423 download)

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Book Synopsis Synthesis of Heterocycles via Metal-Catalyzed Reactions that Generate One or More Carbon-Heteroatom Bonds by : John P. Wolfe

Download or read book Synthesis of Heterocycles via Metal-Catalyzed Reactions that Generate One or More Carbon-Heteroatom Bonds written by John P. Wolfe and published by Springer. This book was released on 2013-09-11 with total page 276 pages. Available in PDF, EPUB and Kindle. Book excerpt: Synthesis of Saturated Heterocycles via Metal-Catalyzed Alkene Carboamination or Carboalkoxylation Reactions, by John P. Wolfe Synthesis of Saturated Heterocycles via Metal-Catalyzed Alkene Diamination, Aminoalkoxylation, or Dialkoxylation Reactions, by Sherry R. Chemler Synthesis of Heterocycles via Metal-Catalyzed Wacker-Type Oxidative Cyclization Reactions of Alkoxy- or Amino-Alkenes, by Wanbin Zhang Synthesis of Saturated Heterocycles via Metal-Catalyzed Hydroamination or Hydroalkoxylation Reactions, by Lisa D. Julian Synthesis of Saturated Heterocycles via Metal-Catalyzed Allylic Alkylation Reactions, by Aaron Aponick Synthesis of Heterocycles via Metal-Catalyzed Cascade/Domino Reactions that Generate a C–N or C–O Bond, by Mark Lautens Synthesis of Saturated Heterocycles via Metal-Catalyzed Formal Cycloaddition Reactions that Generate a C–N or C–O Bond, by Jerome Waser

Explorations on Transition Metal-catalyzed Enantioselective Cyclization Reactions and Applications of Thiourea Ligands

Author : Min Yang (Ph. D.)
Publisher :
ISBN 13 :
Total Pages : 326 pages
Book Rating : 4.:/5 (821 download)

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Book Synopsis Explorations on Transition Metal-catalyzed Enantioselective Cyclization Reactions and Applications of Thiourea Ligands by : Min Yang (Ph. D.)

Download or read book Explorations on Transition Metal-catalyzed Enantioselective Cyclization Reactions and Applications of Thiourea Ligands written by Min Yang (Ph. D.) and published by . This book was released on 2005 with total page 326 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Transition Metal-catalyzed Enantioselective C-alkylation of Nitroalkanes and Trifluoromethylation of Nitroalkanes

Author : Vijayarajan Devannah
Publisher :
ISBN 13 : 9780438423589
Total Pages : 754 pages
Book Rating : 4.4/5 (235 download)

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Book Synopsis Transition Metal-catalyzed Enantioselective C-alkylation of Nitroalkanes and Trifluoromethylation of Nitroalkanes by : Vijayarajan Devannah

Download or read book Transition Metal-catalyzed Enantioselective C-alkylation of Nitroalkanes and Trifluoromethylation of Nitroalkanes written by Vijayarajan Devannah and published by . This book was released on 2018 with total page 754 pages. Available in PDF, EPUB and Kindle. Book excerpt: This dissertation focused on the development of new methods to synthesize enantioenriched complex nitroalkanes using transition metal catalysis. Nitroalkanes are useful intermediates in several C–C bond forming reactions and serve as precursors for several functional groups including amines and carbonyls. Despite this rich chemistry, the seemingly simple C-alkylation of nitroalkanes with alkyl electrophiles (such as alkyl halides) has remained a highly challenging task due to competing O-alkylation. Using the advent of transition metal catalysis our group has addressed this century old problem. ☐ In this regard, I was involved in four main projects during my graduate career. Chapter 1 describes the synthetic utility of nitroalkanes in organic synthesis and include a summary of base metals known to undergo C–C bond forming reactions using simple alkyl electrophiles via a radical mechanism. ☐ Chapter 2, describes the development of metal-free trifluoromethylation of secondary nitroalkanes using commercially available reagent reagent 5-(trifluoromethyl)dibenzothiophenium triflate (Umemoto’s reagent). These conditions provide high yielding access to fully substituted -(trifluoromethyl)nitroalkanes and I showed that these compounds can be easily converted into medicinally relevant -(trifluoromethyl)amines. ☐ Chapter 3, describes the discovery and development of the first nickel-catalyzed conditions for the enantioselective synthesis of beta-nitroamides using racemic alpha-bromoamides as electrophiles. In this work, I showed the stereocenter alpha to the nitro group could be controlled and I also showed that the enantioenriched beta-nitroamides can be used as a handle for further C–C bond forming reactions such as conjugate addition, trifluoromethylation and Tsuji-Trost allylation to set a fully substituted nitro stereocenters without erosion of enantiomeric excess and producing the product with excellent diastereoselectivity. ☐ Chapter 3, also describes the development of a first, nickel-catalyzed C-alkylation of nitroalkanes using unactivated alkyl iodides. This method allowed the preparation of a diverse array of complex nitroalkanes using simple starting materials. Significantly, this system allows for the alkylation of primary, secondary, and tertiary alkyl iodides without the requirement of radical stabilizing groups. ☐ Preliminary results in the copper and nickel catalyzed enantioselective C-alkylation of nitroalkanes using additional radical stabilizing substrate classes such as benzyl bromide and alpha-bromoketones will be discussed in detail in Appendix D and E.

Science of Synthesis: Dual Catalysis in Organic Synthesis 1

Author : G. A. Molander
Publisher : Thieme
ISBN 13 : 3132429783
Total Pages : 490 pages
Book Rating : 4.1/5 (324 download)

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Book Synopsis Science of Synthesis: Dual Catalysis in Organic Synthesis 1 by : G. A. Molander

Download or read book Science of Synthesis: Dual Catalysis in Organic Synthesis 1 written by G. A. Molander and published by Thieme. This book was released on 2020-05-22 with total page 490 pages. Available in PDF, EPUB and Kindle. Book excerpt: The field of dual catalysis has developed rapidly over the last decade, and these volumes define its impact on organic synthesis. The most important, basic concepts of synergistic, dual catalytic cycles are introduced, providing newcomers to the field with reliable information on this new approach to facilitating the synthesis of organic molecules. Background information and reliable procedures for challenging transformations in synthesis are presented, applying the concept of cooperative dual catalysis as a means of increasing molecular complexity in the most efficient manner. The most useful, practical, and reliable methods for dual catalysis combining metal catalysts, organocatalysts, photocatalysts, and biocatalysts are presented.

Organic Reaction Mechanisms 2014

Author : A. C. Knipe
Publisher : John Wiley & Sons
ISBN 13 : 1118941799
Total Pages : 1023 pages
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Book Synopsis Organic Reaction Mechanisms 2014 by : A. C. Knipe

Download or read book Organic Reaction Mechanisms 2014 written by A. C. Knipe and published by John Wiley & Sons. This book was released on 2018-04-10 with total page 1023 pages. Available in PDF, EPUB and Kindle. Book excerpt: Organic Reaction Mechanisms 2014, the 50th annual volume in this highly successful and unique series, surveys research on organic reaction mechanisms described in the available literature dated 2014. The following classes of organic reaction mechanisms are comprehensively reviewed: Reaction of Aldehydes and Ketones and their Derivatives Reactions of Carboxylic, Phosphoric, and Sulfonic Acids and their Derivatives Oxidation and Reduction Carbenes and Nitrenes Nucleophilic Aromatic Substitution Electrophilic Aromatic Substitution Carbocations Nucleophilic Aliphatic Substitution Carbanions and Electrophilic Aliphatic Substitution Elimination Reactions Polar Addition Reactions Cycloaddition Reactions Molecular Rearrangements An experienced team of authors compile these reviews every year, so that the reader can rely on a continuing quality of selection and presentation. This volume includes a 5-year cumulative index.