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Transition Metal Catalyzed Functionalization Of Aryl Carbon Hydrogen Bonds Via A Cross Dehydrogenative Coupling Process
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Book Synopsis Transition-Metal-Catalyzed Functionalization of Aryl Carbon-Hydrogen Bonds Via a Cross- Dehydrogenative-Coupling Process by : Qi Shuai
Download or read book Transition-Metal-Catalyzed Functionalization of Aryl Carbon-Hydrogen Bonds Via a Cross- Dehydrogenative-Coupling Process written by Qi Shuai and published by . This book was released on 2013 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Transition-metal-catalyzed Functionalization of Aryl C-H Bonds Via a Cross-dehydrogenative-coupling Process by : Qi Shuai
Download or read book Transition-metal-catalyzed Functionalization of Aryl C-H Bonds Via a Cross-dehydrogenative-coupling Process written by Qi Shuai and published by . This book was released on 2011 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis is an investigation on the functionalization of aryl C-H bonds in the presence of transition-metal catalysts and oxidants. In the first part of this thesis, an oxidative amidation of 2-arylpyridine derivatives and 1-methylindoles with a variety of amides is described. Copper(I) bromide is used as catalyst and tert-butyl peroxide (TBP) is employed as oxidant. High regioselectivity of this amidation process is achieved through chelation-assisted aryl C-H activation. In the second part of this thesis, a new concept is described for aryl-aryl coupling that involves oxidative decarbonylative coupling of aryl C-H bonds and readily available aldehydes and forms the aryl-aryl union with complete control of reaction sites. This process is catalyzed by (CO)2Rh(acac), along with TBP as an oxidant. The third and final part of this thesis describes a novel ruthenium- and copper-catalyzed domino reaction between alkynols and aldehydes, which affords 5-olefinated 3,4- ...
Book Synopsis Heterocycles via Cross Dehydrogenative Coupling by : Ananya Srivastava
Download or read book Heterocycles via Cross Dehydrogenative Coupling written by Ananya Srivastava and published by Springer Nature. This book was released on 2019-08-23 with total page 494 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book discusses the developments in the synthesis and functionalization of different heterocycles based on the formation of carbon-carbon (C-C) and carbon-heteroatom (C-X) bonds using cross-dehydrogenative coupling (CDC). Consisting of 13 chapters, the book systematically describes the advances in the synthesis and functionalization of nitrogen, oxygen, and sulfur-containing heterocycles. It also discusses the various mechanistic pathways to help readers gain an in-depth understanding of the CDC reactions of heterocycles. Lastly, in order to promote green chemistry, it addresses a range of metal-free CDC reactions of heterocycles – an area that has attracted significant attention in both academic and industrial research.
Book Synopsis C-H and C-X Bond Functionalization by : Xavi Ribas
Download or read book C-H and C-X Bond Functionalization written by Xavi Ribas and published by Royal Society of Chemistry. This book was released on 2013-05-24 with total page 489 pages. Available in PDF, EPUB and Kindle. Book excerpt: Cross-coupling reactions involving C-H and C-X bond functionalisation are commonplace in natural product synthesis and natural products, therapeutic agents, biological probes, and advanced materials. Much attention has been given to understanding the mechanistic strategies used to achieve this, making this a hot topic in recent years. In this edited book, contributions from across the globe examine these strategies, with a particular focus on palladium and copper, as well as iron – an emerging element in this field. Reviewing the recent literature, the book presents an in-depth understanding of the field, guiding the reader to achieving the best synthetic strategies for aromatic functionalisation. Organic and Organometallic chemists, as well as natural product and pharmaceutical scientists, will find this an essential guide to a major transformation currently underway in synthetic chemistry.
Book Synopsis Transition Metal Catalyzed Oxidative Cross-Coupling Reactions by : Aiwen Lei
Download or read book Transition Metal Catalyzed Oxidative Cross-Coupling Reactions written by Aiwen Lei and published by Springer. This book was released on 2018-12-14 with total page 192 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book is a comprehensive text covering the research and development trends in the booming field of transition metal catalyzed oxidative cross-coupling reactions. Oxidative cross-coupling reaction is a new method to forming chemical bonds besides the traditional cross-coupling reactions. This book provides the answers to how this coupling reaction occurs and what its advantages are. The palladium, copper and iron catalyzed oxidative cross-coupling reactions as the main focuses of interest are described in detail. The oxidative cross-coupling reactions catalyzed by other metals and transition-metal-free oxidative coupling reactions are also introduced.This book provides a useful reference source for researchers and graduates in the field of transition metal catalyzed coupling reactions. It is also valuable to researchers working in pharmaceutical companies, fine organic chemical companies, and etc.
Book Synopsis Mechanistic Studies on Transition Metal-Catalyzed C–H Activation Reactions Using Combined Mass Spectrometry and Theoretical Methods by : Gui-Juan Cheng
Download or read book Mechanistic Studies on Transition Metal-Catalyzed C–H Activation Reactions Using Combined Mass Spectrometry and Theoretical Methods written by Gui-Juan Cheng and published by Springer. This book was released on 2017-06-07 with total page 140 pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis presents detailed mechanistic studies on a series of important C-H activation reactions using combined computational methods and mass spectrometry experiments. It also provides guidance on the design and improvement of catalysts and ligands. The reactions investigated include: (i) a nitrile-containing template-assisted meta-selective C-H activation, (ii) Pd/mono-N-protected amino acid (MPAA) catalyzed meta-selective C-H activation, (iii) Pd/MPAA catalyzed asymmetric C-H activation reactions, and (iv) Cu-catalyzed sp3 C-H cross-dehydrogenative-coupling reaction. The book reports on a novel dimeric Pd-M (M = Pd or Ag) model for reaction (i), which successfully explains the meta-selectivity observed experimentally. For reaction (ii), with a combined DFT/MS method, the author successfully reveals the roles of MPAA ligands and a new C-H activation mechanism, which accounts for the improved reactivity and high meta-selectivity and opens new avenues for ligand design. She subsequently applies ion-mobility mass spectrometry to capture and separate the [Pd(MPAA)(substrate)] complex at different stages for the first time, providing support for the internal-base model for reaction (iii). Employing DFT studies, she then establishes a chirality relay model that can be widely applied to MPAA-assisted asymmetric C-H activation reactions. Lastly, for reaction (iv) the author conducts detailed computational studies on several plausible pathways for Cu/O2 and Cu/TBHP systems and finds a reliable method for calculating the single electron transfer (SET) process on the basis of benchmark studies.
Book Synopsis Oxidative Cross-Coupling Reactions by : Aiwen Lei
Download or read book Oxidative Cross-Coupling Reactions written by Aiwen Lei and published by John Wiley & Sons. This book was released on 2016-11-14 with total page 243 pages. Available in PDF, EPUB and Kindle. Book excerpt: The first handbook on this emerging field provides a comprehensive overview of transition metal-catalyzed coupling reactions in the presence of an oxidant. Following an introduction to the general concept and mechanism of this reaction class, the team of authors presents chapters on C-C cross-coupling reactions using organometallic partners, C-Heteroatom bond forming reactions via oxidative couplings, and C-H couplings via C-H activation. The text also covers such groundbreaking topics as recent achievements in the fields of C-C and C-X bond formation reactions as well as C-H activation involving oxidative couplings. With its novel and concise approach towards important building blocks in organic chemistry and its focus on synthetic applications, this handbook is of great interest to all synthetic chemists in academia and industry alike.
Book Synopsis Hydrofunctionalization by : Valentine P. Ananikov
Download or read book Hydrofunctionalization written by Valentine P. Ananikov and published by Springer. This book was released on 2012-09-29 with total page 377 pages. Available in PDF, EPUB and Kindle. Book excerpt: Valentine P. Ananikov, Irina P. Beletskaya: Alkyne and alkene insertion into metal-heteroatom and metal-hydrogen bonds – the key stages of hydrofunctionalization process.- Akihiko Ishii* and Norio Nakata: The Mechanism for Transition Metal-Catalyzed Hydrochalcogenation of Unsaturated Organic Molecules.- A. L. Reznichenko and Kai C. Hultzsch: Early Transition Metal (Group 3-5, Lanthanides and Actinides) and Main Group Metal (Group 1, 2, and 13) Catalyzed Hydroamination.- Naoko Nishina and Yoshinori Yamamoto: Late transition metal catalyzed hydroamination.- Sumod A. Pullarkat and Pak-Hing Leung: Chiral Metal Complex Promoted Asymmetric Hydrophosphinations.- Masato Tanaka: Recent Progress in Transition Metal-Catalyzed Addition Reactions of H-P(O) Compounds with Unsaturated Carbon Linkages.- Christian Bruneau: Group 8 metals-catalyzed O-H bond addition to unsaturated molecules.- Giorgio Abbiati, Egle M. Beccalli, Elisabetta Rossi: Groups 9 and 10 metals-catalyzed O-H bond addition to unsaturated molecules.- Núria Huguet and Antonio M. Echavarren: Gold-Catalyzed O-H Bond Addition to Unsaturated Organic Molecules.- Akiya Ogawa: Transition-Metal-Catalyzed S-H and Se-H Bonds Addition to Unsaturated Molecules.
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:
Book Synopsis Transition Metal-catalyzed Functionalization of Carbon-hydrogen Bonds in Alkenes by : Xiaolin Qian
Download or read book Transition Metal-catalyzed Functionalization of Carbon-hydrogen Bonds in Alkenes written by Xiaolin Qian and published by . This book was released on 2023 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Alkenes can undergo a variety of chemical reactions to form more complex molecules with a range of functional groups. This makes them useful starting materials for synthesizing a wide range of organic compounds. Chapter I provided an overview of the development history of alkenyl C8́2H bond activation. The early reactions of C8́2H compounds with metal complexes, as well as stoichiometric activation of the transition metal-activated C-H bond, were discussed. Then the first successful and efficient organometallic-catalyzed transformations of a C8́2H bond, the first transition metal-catalyzed vinylic C-H functionalization, and the first transition metal-catalyzed olefinic C-H functionalization under mild conditions were demonstrated. Finally, enantioselective vinylic C-H functionalization was discussed. In Chapter II, a method for enantioselective vinylic C(sp2)8́2H bond activation using a Ru(II) catalyst and a chiral transient directing group was developed. Chiral amine was also utilized to control the Z/E stereoselectivity. The method demonstrated a broad substrate scope with good yield, high Z/E ratio stereoselectivity, and excellent enantioselectivity. Its synthetic utility was demonstrated by the synthesis of key structural motifs of particularly useful natural products and pharmaceutical compounds. Additionally, a rare vinylic C8́2H bond activated ruthenic complex was isolated and determined by single-crystal X-ray diffraction. The methodology suggested in this work is expected to facilitate the further development of asymmetric vinylic C8́2H functionalization reactions. In Chapter III, a practical and efficient methodology for Ru(II)-catalyzed enantioselective alkenyl C-H bond functionalization of indole-substituted acrylaldehyde derivatives via the chiral transient directing group (CTDG) strategy to obtain optically active pyrrolo[1,2-a]indole derivatives was suggested. The methodology resulted in a series of optically active products with good yields (up to 80%), good stereoselectivity (up to 25.0:1 Z/E), and excellent enantioselectivity (up to 95% ee). Furthermore, synthetic transformations were explored. Chapter IV presented the first demonstration of a sequentially composed catalytic substitution reaction of alkenes for building multi-amido methylated derivatives while reserving the Ï0- components. The process involved a simple Fe (III)-catalyst and bisamidomethane reagent, which directly and selectively transformed Îł-substituted styrenes into several biologically and pharmaceutically relevant N-heterocycles through tandem processes.
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.
Book Synopsis Heterocycles from Transition Metal Catalysis by : András Kotschy
Download or read book Heterocycles from Transition Metal Catalysis written by András Kotschy and published by Springer Science & Business Media. This book was released on 2005-09-30 with total page 224 pages. Available in PDF, EPUB and Kindle. Book excerpt: "Heterocycles from Transition Metal Catalysis: Formation and Functionalization" provides a concise summary of the prominent role of late transition metal (palladium, nickel, copper) catalysed processes in the synthesis and functionalization of heterocyclic systems. It gives an introduction to catalytic transformations, an overview of the most important reaction types, and presents synthetically useful catalytic processes classified by the target system and the type of transformation. The book provides a representative selection of transition metal catalysed reactions transformations that are relevant in heterocyclic chemistry. In this way, the authors present a useful resource for members of the academic community looking for a textbook as well as industrial chemists in search of a reference book. This book will be an invaluable resource for synthetic chemists, medicinal chemists, and those more generally interested in applied catalysis.
Book Synopsis Transition Metal-catalyzed Oxidative C-H Bond Functionalization Reactions by : On Ying Yuen
Download or read book Transition Metal-catalyzed Oxidative C-H Bond Functionalization Reactions written by On Ying Yuen and published by . This book was released on 2016 with total page 563 pages. Available in PDF, EPUB and Kindle. Book excerpt: In the second half of dissertation, two studies with regard to traditional cross-coupling reactions of aryl chlorides with organometallic reagents are carried out. Firstly, palladium-catalyzed Hiyama cross-coupling reaction of aryl and heteroaryl chlorides with aryl and heteroaryltrialkoxysilanes under solvent-free reaction condition is presented. The catalyst system comprising of Pd(OAc)2́2 and PCy2́2-Andolephos (Chapter 6, L2) is a highly effective for this coupling reaction with low catalyst loading (down to 0.05 mol% Pd) and short reaction time (3 h). A broad substrate scope containing electron-rich, -neutral, and -deficient and sterically hindered aryl chlorides is achieved. Notably, the first general examples of Hiyama cross-coupling reaction using heteroaryltrialkoxysilanes are demonstrated. The presence of acetic acid or water suppresses the decomposition of aryl chlorides and promotes the product yields. A large scale experiment without degasification and purification of reactants is also conducted smoothly. Last but not least, a general palladium-catalyzed borylation of aryl chlorides with pinacol borane is reported. A newly modified indolylphosphine ligand (Chapter 7, L18) is prepared via an efficient protocol involving Fischer indolization from readily available phenylhydrazine and 2'-hydroxyacetophenone. The combination of Pd(dba)2́2 and newly modified indolylphosphine ligand (Chapter 7, L18) are shown to be an effective catalyst for the borylation of non-activated and activated aryl chlorides with pinacol borane. Addition of tetra-n-butylammoniumiodide (TBAI) is highly effective for coupling of aryl chlorides bearing function groups such as keto, nitile and ester. 1 mol% Pd catalyst loading can be achieved using this catalytic system.
Book Synopsis Building Up Molecular Complexity Through Transition-metal Catalyzed Functionalization of Inert C-H Bonds by : Pierre Querard
Download or read book Building Up Molecular Complexity Through Transition-metal Catalyzed Functionalization of Inert C-H Bonds written by Pierre Querard and published by . This book was released on 2019 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: "This thesis is an investigation on the widespread C-H bond functionalization field, towards the synthesis of complex molecules catalyzed by transition metal.In Chapter 1 of this thesis, a brief introduction of molecular complexity is given, followed by a broad overview of the C-H bond functionalization field. History, characterizations, mechanisms and applications are presented.Chapter 2 describes the development of a gold-catalyzed sp C-H functionalization reaction for the synthesis of oxazoles. The multicomponent coupling reaction between terminal alkynes, aldehydes and amines occurs very efficiently and produces water as the only side product. Chapter 3 explores the discovery of a rhodium catalyzed functionalization of aryl sp2 C-H bond. The development of a multicomponent reaction between internal alkynes, aldehydes and amines is presented, along with detailed investigations of the mechanism using DFT calculation. Diverse indene structures can be synthesized by this method with very high regioselectivity control.Chapter 4 describes the development of an enantioselective visible light mediated arylation reaction of sp3 C-H bond. Via this chemistry, arylation of N-arylated tetrahydroisoquinolines is efficiently prepared using iridium photocatalyst, in combination with copper transition metal catalyst and chiral pybox ligand. This enantioselective arylation reaction occurs efficiently at 4oC.Chapters 5 and 6 summarize the contribution to fundamental knowledge for the whole thesis, and examine future works." --
Book Synopsis C-H Activation for Asymmetric Synthesis by : Françoise Colobert
Download or read book C-H Activation for Asymmetric Synthesis written by Françoise Colobert and published by John Wiley & Sons. This book was released on 2019-11-11 with total page 294 pages. Available in PDF, EPUB and Kindle. Book excerpt: Provides, in one handbook, comprehensive coverage of one of the hottest topics in stereoselective chemistry Written by leading international authors in the field, this book introduces readers to C-H activation in asymmetric synthesis along with all of its facets. It presents stereoselective C-H functionalization with a broad coverage, from outer-sphere to inner-sphere C-H bond activation, and from the control of olefin geometry to the induction of point, planar and axial chirality. Moreover, methods wherein asymmetry is introduced either during the C-H activation or in a different elementary step are discussed. Presented in two parts?asymmetric activation of C(sp3)-H bonds and stereoselective synthesis implying activation of C(sp2)-H bonds?CH-Activation for Asymmetric Synthesis showcases the diversity of stereogenic elements, which can now be constructed by C-H activation methods. Chapters in Part 1 cover: C(sp3)-H bond insertion by metal carbenoids and nitrenoids; stereoselective C-C bond and C-N bond forming reactions through C(sp3)?H bond insertion of metal nitrenoids; enantioselective intra- and intermolecular couplings; and more. Part 2 looks at: C-H activation involved in stereodiscriminant step; planar chirality; diastereoselective formation of alkenes through C(sp2)?H bond activation; amongst other methods. -Covers one of the most rapidly developing fields in organic synthesis and catalysis -Clearly structured in two parts (activation of sp3- and activation of sp2-H bonds) -Edited by two leading experts in C-H activation in asymmetric synthesis CH-Activation for Asymmetric Synthesis will be of high interest to chemists in academia, as well as those in the pharmaceutical and agrochemical industry.
Book Synopsis New Reactivity and Selectivity in Transition Metal-catalyzed C-C and C-N Bond Forming Processes by :
Download or read book New Reactivity and Selectivity in Transition Metal-catalyzed C-C and C-N Bond Forming Processes written by and published by . This book was released on 2015 with total page 881 pages. Available in PDF, EPUB and Kindle. Book excerpt: Part I. Palladium-Catalyzed Carbon-Carbon Bond Forming Cross-Couplings Chapter 1. Ligand-Controlled Palladium-Catalyzed Regiodivergent Suzuki-Miyaura Cross-Coupling of Allylboronates and Aryl Halides An orthogonal set of catalyst systems based on the use of two biarylphosphine ligands has been developed for the Suzuki-Miyaura coupling of 3,3-disubstituted and 3-monosubstituted allylboronates with (hetero)aryl halides. These methods allow for the regiodivergent preparation of either the ct- or the [gamma]-isomeric coupling product with high levels of site selectivity using a common allylboron building block. Preliminary investigations have demonstrated the feasibility of an enantioselective variant for the [gamma]-selective cross-coupling using chiral monodentate biarylphosphine ligands. Chapter 2. Palladium-Catalyzed Completely Linear-Selective Negishi Coupling of 3,3-Disubstituted Organozinc Reagents with Aryl and Vinyl Electrophiles A palladium-catalyzed general and completely linear-selective Negishi coupling of 3,3- disubstituted allyl organozinc reagents with (hetero)aryl and vinyl electrophiles has been developed. This method provided an effective means for accessing highly functionalized aromatic and heteroaromatic compounds bearing prenyl-type side chains. The utility of the current protocol was further illustrated in the concise synthesis of the anti-HIV natural product siamenol. Chapter 3. Palladium-Catalyzed Highly Selective Negishi Cross-Coupling of Secondary Alkylzinc Reagents with Aryl and Heteroaryl Halides The palladium-catalyzed Negishi cross-coupling of secondary alkylzinc reagents and heteroaryl halides with high levels of regioisomeric retention has been described. The development of a series of biarylphosphine ligands has led to the identification of an improved catalyst for the coupling of electron-deficient heterocyclic substrates. Preparation and characterization of oxidative addition complex (L)Pd(Ar)(Br) provided insight into the unique reactivity of palladium catalysts based on CPhos-type biarylphosphine ligands in facilitating challenging reductive elimination processes. Chapter 4. Mechanistic Studies on the Aryl-Trifluoromethyl Reductive Elimination from Pd(II) Complexes Based on Biarylphosphine Ligands A series of monoligated (L)Pd(Ar)(CF3) (L = dialkyl biarylphosphine) have been prepared and studied in an effort to shed light on the mechanism of the aryl-trifluoromethyl reductive elimination from these systems. Combined experimental and computational investigations revealed unique reactivity and binding modes of (L)Pd(Ar)(CF3) complexes derived from BrettPhos-type biarylphosphines. In contrast to a variety of C-C and C-heteroatom bond forming reductive eliminations, kinetic measurements showed this Ar-CF3 reductive elimination is largely insensitive to the electronic nature of the to-be-eliminated aryl substituent. Furthermore, the aryl group serves as the nucleophilic coupling partner in this reductive elimination process. The structure-reactivity relationship of biarylphosphine ligands was also investigated, uncovering distinct roles of the ipso-arene and alkoxy interactions in affecting these reductive elimination reactions. Part II. Copper-Catalyzed Carbon-Carbon and Carbon-Nitrogen Bond Formation via Olefin Functionalization Chapter 5. Copper-Catalyzed ortho C-H Cyanation of Vinylarenes A copper-catalyzed regioselective ortho C-H cyanation of vinylarenes has been developed. This method provides an effective means for the selective functionalization of vinylarene derivatives. A copper-catalyzed cyanative dearomatization mechanism is proposed to account for the regiochemical course of this reaction. This mechanism has been validated through density functional theory calculations. Computational studies revealed that the high level of ortho selectivity in the electrophilic cyanation event originates from a unique six-membered transition state that minimizes unfavorable steric repulsions. Chapter 6. Regio- and Stereospecific 1,3-Allyl Group Transfer Triggered by a Copper-Catalyzed Borylation/ortho-Cyanation Cascade A copper-catalyzed borylation/cyanation/allyl group transfer cascade has been developed. This process features an unconventional copper-catalyzed electrophilic dearomatization followed by the subsequent regio- and stereospecific 1,3-transposition of the allyl fragment enabled by the aromatization-driven Cope rearrangement. This method provides an effective means for the construction of adjacent tertiary and quaternary stereocenters with high levels of stereochemical purity. Chapter 7. Copper-Catalyzed Asymmetric Hydroamination of Unactivated Internal Olefins: an Effective Means to Access Highly Enantioenriched Aliphatic Amines Catalytic assembly of enantiopure aliphatic amines from abundant and readily available precursors has long been recognized as a paramount challenge in synthetic chemistry. We describe a mild and general copper-catalyzed hydroamination that effectively converts unactivated internal olefins-an important yet unexploited class of abundant feedstock chemicals-into highly enantioenriched [alpha]-branched amines (>/= 96% ee) featuring two minimally differentiated aliphatic substituents. This method provides a powerful means to access a broad range of advanced, highly functionalized enantioenriched amines of interest in pharmaceutical research and other areas.
Book Synopsis Transition Metal-catalyzed Preparation and Functionalization of Nitrogen-containing Heterocycles by : Malcolm P. Huestis
Download or read book Transition Metal-catalyzed Preparation and Functionalization of Nitrogen-containing Heterocycles written by Malcolm P. Huestis and published by . This book was released on 2009 with total page 148 pages. Available in PDF, EPUB and Kindle. Book excerpt:
