Asymmetric Synthesis and Mechanistic Studies on Copper(I)-catalyzed Substitution of Allylic Substrates

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ISBN 13 : 9789171552808
Total Pages : 53 pages
Book Rating : 4.5/5 (528 download)

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Book Synopsis Asymmetric Synthesis and Mechanistic Studies on Copper(I)-catalyzed Substitution of Allylic Substrates by : Jakob Norinder

Download or read book Asymmetric Synthesis and Mechanistic Studies on Copper(I)-catalyzed Substitution of Allylic Substrates written by Jakob Norinder and published by . This book was released on 2006 with total page 53 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Copper-Catalyzed Asymmetric Synthesis

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Publisher : John Wiley & Sons
ISBN 13 : 3527664599
Total Pages : 467 pages
Book Rating : 4.5/5 (276 download)

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Book Synopsis Copper-Catalyzed Asymmetric Synthesis by : Alexandre Alexakis

Download or read book Copper-Catalyzed Asymmetric Synthesis written by Alexandre Alexakis and published by John Wiley & Sons. This book was released on 2013-12-30 with total page 467 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book reflects the increasing interest among the chemical synthetic community in the area of asymmetric copper-catalyzed reactions, and introduces readers to the latest, most significant developments in the field. The contents are organized according to reaction type and cover mechanistic and spectroscopic aspects as well as applications in the synthesis of natural products. A whole chapter is devoted to understanding how primary organometallics interact with copper to provide selective catalysts for allylic substitution and conjugate addition, both of which are treated in separate chapters. Another is devoted to the variety of substrates and experimental protocols, while an entire chapter covers the use on non-carbon nucleophiles. Other chapters deal with less-known reactions, such as carbometallation or the additions to imines and related systems, while the more established reactions cyclopropanation and aziridination as well as the use of copper (II) Lewis acids are warranted their own special chapters. Two further chapters concern the processes involved, as determined by mechanistic studies. Finally, a whole chapter is devoted to the synthetic applications. This is essential reading for researchers at academic institutions and professionals at pharmaceutical or agrochemical companies.

Catalytic Asymmetric Synthesis

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Publisher : John Wiley & Sons
ISBN 13 : 1119736390
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 2022-06-15 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.

Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis

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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 and Applications of Copper(I) Hydride Catalysis in Asymmetric Reactions and Heterocycle Synthesis

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ISBN 13 :
Total Pages : pages
Book Rating : 4.:/5 (125 download)

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Book Synopsis Development and Applications of Copper(I) Hydride Catalysis in Asymmetric Reactions and Heterocycle Synthesis by : Yujing Zhou (Ph. D.)

Download or read book Development and Applications of Copper(I) Hydride Catalysis in Asymmetric Reactions and Heterocycle Synthesis written by Yujing Zhou (Ph. D.) and published by . This book was released on 2021 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Chapter 2. Enantioselective CuH-Catalyzed Hydroacylation Employing Unsaturated Carboxylic Acids as Aldehyde Surrogates The direct asymmetric copper hydride (CuH)-catalyzed coupling of [alpha],[beta]-unsaturated carboxylic acids to aryl alkenes is developed to access chiral [alpha]-aryl dialkyl ketones. A variety of substrate substitution patterns, sensitive functional groups and heterocycles are tolerated in this reaction, which significantly expands the range of accessible products compared to existing hydroacylation methodology. Although mechanistic studies are ongoing, we propose that CuH-catalyzed silylation of unsaturated acids occurs to access a uniquely effective acyl electrophilic coupling partner. Chapter 3. CuH-Catalyzed Asymmetric Reduction of [alpha],[beta]-Unsaturated Carboxylic Acids to [beta]-Chiral Aldehydes The copper hydride (CuH)-catalyzed enantioselective reduction of [alpha],[beta]-unsaturated carboxylic acids to saturated aldehydes is reported. This protocol provides a new method to access a variety of [beta]-chiral aldehydes in good yields, with high levels of enantioselectivity and broad functional group tolerance. A reaction pathway involving a ketene intermediate is proposed based on preliminary mechanistic studies and density functional theory calculations. Chapter 4. CuH-Catalyzed Asymmetric Reductive Amidation of [alpha],[beta]-Unsaturated Carboxylic Acids The direct enantioselective copper hydride (CuH)-catalyzed synthesis of [beta]-chiral amides from [alpha],[beta]-unsaturated carboxylic acids and secondary amines under mild reaction conditions is reported. The method utilizes readily accessible carboxylic acids, and tolerates a variety of functional groups at [beta]-position including several heteroarenes. A subsequent iridium-catalyzed reduction to [gamma]-chiral amines can be performed in the same flask without purification of the intermediate amides. Chapter 5. CuH-Catalyzed Asymmetric Hydroamidation of Vinylarenes A CuH-catalyzed enantioselective hydroamidation reaction of vinylarenes has been developed using readily accessible 1,4,2-dioxazol-5-ones as electrophilic amidating reagents. This method provides a straightforward and efficient approach to synthesize chiral amides in good yields with high levels of enantiopurity under mild conditions. Moreover, this transformation tolerates substrates bearing a broad range of functional groups. Chapter 6. Enantioselective Allylation Using Allene, a Petroleum Cracking Byproduct Allene (C3H4) gas is produced and separated on million-metric-ton scale per year during petroleum refining but is rarely employed in organic synthesis. Meanwhile, the addition of an allyl group (C3H5) to ketones is among the most common and prototypical reactions in synthetic chemistry. Herein, we report that the combination of allene gas with inexpensive and environmentally benign hydrosilanes, such as PMHS, can serve as a replacement for stoichiometric quantities of allylmetal reagents, which are required in most enantioselective ketone allylation reactions. This process is catalyzed by copper catalyst and commercially available ligands, operates without specialized equipment or pressurization, and tolerates a broad range of functional groups. Furthermore, the exceptional chemoselectivity of this catalyst system enables industrially relevant C3 hydrocarbon mixtures of allene with methylacetylene and propylene to be applied directly. Based on our strategy, we anticipate the rapid development of methods that leverage this unexploited feedstock as an allyl anion surrogate. Chapter 7. Synthesis of Pyrroles through the CuH-Catalyzed Coupling of Enynes and Nitriles Herein, we describe an efficient method to prepare polysubstituted pyrroles via a copper-hydride (CuH)- catalyzed enyne-nitrile coupling reaction. This protocol accommodates both aromatic and aliphatic substituents and a broad range of functional groups, providing a variety of N-H pyrroles in good yields and with high regioselectivity. We propose that the Cu-based catalyst promotes both the initial reductive coupling and subsequent cyclization steps. Density functional theory (DFT) calculations were performed to help elucidate the reaction mechanism.

Advances in Asymmetric Synthesis

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Author :
Publisher : Elsevier
ISBN 13 : 0080552641
Total Pages : 337 pages
Book Rating : 4.0/5 (85 download)

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Book Synopsis Advances in Asymmetric Synthesis by :

Download or read book Advances in Asymmetric Synthesis written by and published by Elsevier. This book was released on 1995-03-01 with total page 337 pages. Available in PDF, EPUB and Kindle. Book excerpt: Advances in Asymmetric Synthesis

Catalysis in Asymmetric Synthesis

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Publisher : John Wiley & Sons
ISBN 13 : 1405190914
Total Pages : 409 pages
Book Rating : 4.4/5 (51 download)

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Book Synopsis Catalysis in Asymmetric Synthesis by : Vittorio Caprio

Download or read book Catalysis in Asymmetric Synthesis written by Vittorio Caprio and published by John Wiley & Sons. This book was released on 2009-03-09 with total page 409 pages. Available in PDF, EPUB and Kindle. Book excerpt: Asymmetric synthesis has become a major aspect of modern organic chemistry. The stereochemical properties of an organic compound are often essential to its bioactivity, and the need for stereochemically pure pharmaceutical products is a key example of the importance of stereochemical control in organic synthesis. However, achieving high levels of stereoselectivity in the synthesis of complex natural products represents a considerable intellectual and practical challenge for chemists. Written from a synthetic organic chemistry perspective, this text provides a practical overview of the field, illustrating a wide range of transformations that can be achieved. The book captures the latest advances in asymmetric catalysis with emphasis placed on non-enzymatic methods. Topics covered include: Reduction of alkenes, ketones and imines Nucleophilic addition to carbonyl compounds Catalytic carbon-carbon bond forming reactions Catalytic reactions involving metal carbenoids Conjugate addition reactions Catalysis in Asymmetric Synthesis bridges the gap between undergraduate and advanced level textbooks and provides a convenient point of entry to the primary literature for the experienced synthetic organic chemist.

Copper Catalysis in Organic Synthesis

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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.

Asymmetric Dearomatization Reactions

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Publisher : John Wiley & Sons
ISBN 13 : 3527338519
Total Pages : 422 pages
Book Rating : 4.5/5 (273 download)

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Book Synopsis Asymmetric Dearomatization Reactions by : Shu-Li You

Download or read book Asymmetric Dearomatization Reactions written by Shu-Li You and published by John Wiley & Sons. This book was released on 2016-09-13 with total page 422 pages. Available in PDF, EPUB and Kindle. Book excerpt: The first comprehensive account of the rapidly growing field of asymmetric dearomatization reactions with a focus on catalytic methods. It introduces the concept of dearomatization and describes recent progress in asymmetric reaction procedures with different catalyst systems, such as organocatalysts, transition metal catalysts, and enzymes. Chapters on dearomatizations of electron-deficient aromatic rings, dearomatization reactions via transition metal-catalyzed cross-couplings as well as dearomatization strategies in the synthesis of complex natural products are also included. Written by pioneers in the field, this is a highly valuable source of information not only for professional synthetic chemists in academia and industry but also for all those are interested in asymmetric methodologies and organic synthesis in general.

Copper- and Nickel-catalyzed Cross-coupling Reactions

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Publisher :
ISBN 13 : 9789172651104
Total Pages : 64 pages
Book Rating : 4.6/5 (511 download)

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Book Synopsis Copper- and Nickel-catalyzed Cross-coupling Reactions by : A. Sofia E. Karlström

Download or read book Copper- and Nickel-catalyzed Cross-coupling Reactions written by A. Sofia E. Karlström and published by . This book was released on 2000 with total page 64 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Copper(I)-Catalyzed Stereoselective Borylation Reactions

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Publisher : Springer Nature
ISBN 13 : 9819910986
Total Pages : 236 pages
Book Rating : 4.8/5 (199 download)

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Book Synopsis Copper(I)-Catalyzed Stereoselective Borylation Reactions by : Yu Ozawa

Download or read book Copper(I)-Catalyzed Stereoselective Borylation Reactions written by Yu Ozawa and published by Springer Nature. This book was released on 2023-05-30 with total page 236 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book focuses on the development of novel functionalized organoboron compounds and those synthetic methods. High degrees of chemo-, regio-, and stereoselectivities of the borylation reactions are attained through catalyst design and optimization. Furthermore, the selectivity-determining mechanisms are analyzed with state-of-the-art DFT and other computational methods. In this book, the author synthesizes some multi-substituted alkenyl and allylic boronates via borylation reactions using a copper(I)/diboron catalyst system. Those compounds contain novel densely substituted and distorted structures, which have not been accessed by other methods. The high stereoselectivities are achieved by the optimization of the catalyst, especially the ligand. Some new ligands are also developed in this book. Furthermore, the derivatization of the borylation products is demonstrated to access the sterically demanding complex molecules. Also, the author performs computational analysis to reveal how the catalyst controls the selectivities. The deep insight into the reaction mechanism provides guides for rational catalyst design for not only copper(I) catalysis but also other transition metal catalysis. Thus, the content should be of interest to academic and industrial scientists in a wide range of areas.

Modern Organocopper Chemistry

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Publisher : John Wiley & Sons
ISBN 13 : 9783527297733
Total Pages : 396 pages
Book Rating : 4.2/5 (977 download)

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Book Synopsis Modern Organocopper Chemistry by : Norbert Krause

Download or read book Modern Organocopper Chemistry written by Norbert Krause and published by John Wiley & Sons. This book was released on 2002 with total page 396 pages. Available in PDF, EPUB and Kindle. Book excerpt: Organocopper compounds are now an integral part of every modern synthesis laboratory, allowing important stages of synthesis to be carried out in an elegant fashion. Yet a certain amount of experience is needed if they are to be used effectively. Non-experts in the field often have difficulty in choosing the most suitable reagent for a particular substrate and the prerequisites for the reaction.This manual, edited by Norbert Krause, answers such questions, since it contains all the useful tips and tricks on organocopper compounds - information gained from personal experience by the international team of authors. This allows those working in laboratories in both academia and industry to determine the optimal reagent for their needs using the substrates available for reaction and the desired products. The result is a more effective use of these synthesis tools in everyday laboratory practice.

The Activation of Dioxygen and Homogeneous Catalytic Oxidation

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Publisher : Springer Science & Business Media
ISBN 13 : 1461530008
Total Pages : 503 pages
Book Rating : 4.4/5 (615 download)

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Book Synopsis The Activation of Dioxygen and Homogeneous Catalytic Oxidation by : D.H.R. Barton

Download or read book The Activation of Dioxygen and Homogeneous Catalytic Oxidation written by D.H.R. Barton and published by Springer Science & Business Media. This book was released on 2012-12-06 with total page 503 pages. Available in PDF, EPUB and Kindle. Book excerpt: This monograph consists of the proceedings of the Fifth International Symposium on the Activation of Dioxygen and Homogeneous Catalytic Oxidation, held in College Station, Texas, March 14-19, 1993. It contains an introductory chapter authored by Professors D. H. R. Barton and D. T. Sawyer, and twenty-nine chapters describing presentations by the plenary lecturers and invited speakers. One of the invited speakers, who could not submit a manuscript for reasons beyond his control, is represented by an abstract of his lecture. Also included are abstracts of forty-seven posters contributed by participants in the symposium. Readers who may wish to know more about the subjects presented in abstract form are invited to communicate directly with the authors of the abstracts. This is the fifth international symposium that has been held on this subject. The first was hosted by the CNRS, May 21-29, 1979, in Bendor, France (on the Island of Bandol). The second meeting was organized as a NATO workshop in Padova, Italy, June 24-27, 1984. This was followed by a meeting in Tsukuba, Japan, July 12-16, 1987. The fourth symposium was held at Balatonfured, Hungary, September 10-14, 1990. The sixth meeting is scheduled to take place in Delft, The Netherlands (late Spring, 1996); the organizer and host will be Professor R. A. Sheldon.

Principles and Applications of Asymmetric Synthesis

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Publisher : John Wiley & Sons
ISBN 13 : 0471465240
Total Pages : 536 pages
Book Rating : 4.4/5 (714 download)

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Book Synopsis Principles and Applications of Asymmetric Synthesis by : Guo-Qiang Lin

Download or read book Principles and Applications of Asymmetric Synthesis written by Guo-Qiang Lin and published by John Wiley & Sons. This book was released on 2003-05-29 with total page 536 pages. Available in PDF, EPUB and Kindle. Book excerpt: Asymmetric synthesis remains a challenge to practicing scientistsas the need for enantiomerically pure or enriched compoundscontinues to increase. Over the last decade, a large amount ofliterature has been published in this field. Principles andApplications of Asymmetric Synthesis consolidates and evaluates themost useful methodologies into a one-volume resource for theconvenience of practicing scientists and students. Authored by internationally renowned scientists in the field, thisreliable reference covers more than 450 reactions and includesimportant stoichiometric as well as catalytic asymmetric reactions.The first chapter reviews the basic principles, commonnomenclature, and analytical methods, and the remainder of the bookis organized according to reaction type. The text examines suchtopics as: Carbon-carbon bond formations involving carbonyls, enamines,imines, and enolates Asymmetric C-O bond formations including epoxidation,dihydroxylation, and aminohydroxylation Asymmetric synthesis using the Diels-Alder reaction and othercyclizations Applications to the total synthesis of natural products Use of enzymes in asymmetric synthesis Practicing chemists in the pharmaceutical, fine chemical, andagricultural professions as well as graduate students will findthat Principles and Applications of Asymmetric Synthesis affordscomprehensive and current coverage.

Asymmetric Synthesis of Three-Membered Rings

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Publisher : John Wiley & Sons
ISBN 13 : 3527341145
Total Pages : 606 pages
Book Rating : 4.5/5 (273 download)

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Book Synopsis Asymmetric Synthesis of Three-Membered Rings by : Hélène Pellissier

Download or read book Asymmetric Synthesis of Three-Membered Rings written by Hélène Pellissier and published by John Wiley & Sons. This book was released on 2017-06-19 with total page 606 pages. Available in PDF, EPUB and Kindle. Book excerpt: The first handbook to focus on the asymmetric synthesis of different types of three-membered rings. The outstanding and experienced authors have an excellent international reputation and cover cyclopropanes, epoxides and aziridines as well as chiral oxaziridines in equal measure. To this end, they describe in detail different synthetic approaches starting with chiral substrates as well as the application of chiral metal- or organocatalysts. Furthermore, methods for the kinetic resolution of initially racemic products are treated alongside recent advances and novel developments in established techniques for the synthesis of three-membered rings. With its structured composition this is of high interest to scientists in methodological and natural product synthesis as well as those in industrial and pharmaceutical chemistry.

Chiral Amine Synthesis

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Publisher : John Wiley & Sons
ISBN 13 : 9783527629558
Total Pages : 520 pages
Book Rating : 4.6/5 (295 download)

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Book Synopsis Chiral Amine Synthesis by : Thomas C. Nugent

Download or read book Chiral Amine Synthesis written by Thomas C. Nugent and published by John Wiley & Sons. This book was released on 2010-01-14 with total page 520 pages. Available in PDF, EPUB and Kindle. Book excerpt: This first comprehensive presentation of this hot and important topic compiles the most up-to-date methods for chiral amine synthesis. The international list of authors reads like a "Who's Who" of the subject, providing a large array of highly practical information concentrated into the useful and essential methods. Following an introductory chapter devoted to helping readers quickly determine which strategies to choose for their investigation, this handbook and ready reference focuses on the examination of methods that are reliable and simultaneously efficient for the synthesis of structurally diverse aliphatic and aromatic chiral amines. Modern methods and applications found in (pharmaceutical) industry are also covered.

Acetylene Chemistry

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Publisher : John Wiley & Sons
ISBN 13 : 3527604707
Total Pages : 528 pages
Book Rating : 4.5/5 (276 download)

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Book Synopsis Acetylene Chemistry by : François Diederich

Download or read book Acetylene Chemistry written by François Diederich and published by John Wiley & Sons. This book was released on 2006-03-06 with total page 528 pages. Available in PDF, EPUB and Kindle. Book excerpt: Acetylenes are an important and valuable class of compounds in organic synthesis. This book expands on this historically well-established concept, while incorporating the many new developments that have widened the number of applications in this field. It remains the only handbook available that embodies all the important facets of acetylene chemistry. Following the first section on synthesis, the leading authors deal with advanced materials before turning to the properties and theory of acetylenes, while a final section looks at the biological aspects. With its range of experimental procedures, this book is a practical aid for both organic and organometallic chemists, as well as for materials scientists, biochemists, and industrial chemists.