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Copper-Catalyzed Asymmetric Synthesis

Copper-Catalyzed Asymmetric Synthesis PDF Author: Alexandre Alexakis
Publisher: John Wiley & Sons
ISBN: 3527664599
Category : Science
Languages : en
Pages : 467

Book Description
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.

Copper-Catalyzed Asymmetric Synthesis

Copper-Catalyzed Asymmetric Synthesis PDF Author: Alexandre Alexakis
Publisher: John Wiley & Sons
ISBN: 3527664599
Category : Science
Languages : en
Pages : 467

Book Description
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.

Copper Catalysis in Organic Synthesis

Copper Catalysis in Organic Synthesis PDF Author: Gopinathan Anilkumar
Publisher: John Wiley & Sons
ISBN: 3527347372
Category : Technology & Engineering
Languages : en
Pages : 504

Book Description
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.

Chiral Amine Synthesis

Chiral Amine Synthesis PDF Author: Thomas C. Nugent
Publisher: John Wiley & Sons
ISBN: 9783527629558
Category : Science
Languages : en
Pages : 520

Book Description
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.

Gold-catalyzed Asymmetric Synthesis of Cyclic Ethers and Copper-catalyzed Hydrofunctionalization of Alkynes

Gold-catalyzed Asymmetric Synthesis of Cyclic Ethers and Copper-catalyzed Hydrofunctionalization of Alkynes PDF Author: Mycah R. Uehling
Publisher:
ISBN:
Category :
Languages : en
Pages : 169

Book Description
Gold-catalyzed cyclization of enantioenriched trisubstituted allenols to form enantioenriched [unknown scientific symbol]-tetrasubstituted cyclic ethers has been developed. This structural motif can be found in many natural products that have useful biological properties. The cyclization reaction is compatible with multiple functional groups and can be used to prepare enantioenriched furans, pyrans, and chromans all containing an [unknown scientific symbol]-tetrasubstituted stereocenter. The reaction development, scope, and a preliminary mechanistic study are discussed. In addition, a method to synthesize the required enantioenriched trisubstituted allenols based on copper-catalyzed cross coupling of enantioenriched propargylic phosphates and organoboron reagents has been developed. This allows the overall sequence to be practical and convergent. Copper-catalyzed hydrobromination and hydroalkylation of alkynes have been developed. The reactions are compatible with many functional groups and can be used to prepare functionalized alkenes in high yield and as one regio- and diastereoisomer. The reaction development, scope, and preliminary mechanism studies are discussed for both reactions. The development of copper-catalyzed hydrobromination and hydroalkylation of alkynes demonstrates that copper-catalyzed hydrofunctionalization of alkynes is a general approach to the synthesis of different types of functionalized alkenes.

Catalysis in Asymmetric Synthesis

Catalysis in Asymmetric Synthesis PDF Author: Vittorio Caprio
Publisher: John Wiley & Sons
ISBN: 1405190914
Category : Science
Languages : en
Pages : 409

Book Description
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.

Improved Synthesis and Application of Planar-chiral Nucleophilic Catalysts in Asymmetric Reactions and Copper-catalyzed Enantioselective N-H Insertion Reactions

Improved Synthesis and Application of Planar-chiral Nucleophilic Catalysts in Asymmetric Reactions and Copper-catalyzed Enantioselective N-H Insertion Reactions PDF Author: Elaine C. Lee
Publisher:
ISBN:
Category :
Languages : en
Pages : 215

Book Description
The development of an improved synthesis of nucleophilic planar-chiral catalysts is described in Chapter 1. This route is amenable to scale-up and preparative chiral HPLC is unnecessary to resolve the racemic catalysts. Using planar-chiral catalysts, two synthetic methodology projects have been developed: Chapter 2 describes the first asymmetric synthesis of trans P-lactams, and Chapter 3 describes the asymmetric synthesis of tertiary a-chloroesters. In the chapter describing the asymmetric synthesis of trans [beta]-lactams, we present mechanistic data supporting a novel mechanism, in which the N-triflylimine, rather than the ketene, reacts with the catalyst first. In the chapter describing the asymmetric synthesis of tertiary a-chloroesters, we introduced an under-utilized commercially available chlorinating reagent (2,2,6,6-tetrachlorocyclohexanone). Finally, in chapter 4, the Cu-catalyzed asymmetric synthesis of [alpha]-aminoesters via an N-H insertion is described. We have demonstrated that carbamates such as BocNH2 and CbzNH2 are efficient coupling partners in reactions with a-diazoesters to generate highly useful Boc- or Cbz-protected a-aminoesters.

Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis

Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis PDF Author: Uli Kazmaier
Publisher: Springer Science & Business Media
ISBN: 3642227481
Category : Science
Languages : en
Pages : 354

Book Description
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.

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

Asymmetric Synthesis and Mechanistic Studies on Copper(I)-catalyzed Substitution of Allylic Substrates PDF Author: Jakob Norinder
Publisher:
ISBN: 9789171552808
Category :
Languages : en
Pages : 53

Book Description


Principles and Applications of Asymmetric Synthesis

Principles and Applications of Asymmetric Synthesis PDF Author: Guo-Qiang Lin
Publisher: John Wiley & Sons
ISBN: 0471465240
Category : Science
Languages : en
Pages : 536

Book Description
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.

Stereoselective Synthesis

Stereoselective Synthesis PDF Author: Gary A. Molander
Publisher: Thieme Chemistry
ISBN: 9783131651716
Category : Asymmetric synthesis
Languages : en
Pages : 0

Book Description
Carbonyl and imino groups are two of the most integral functional groups employed in organic synthesis. Specific topics discussed: reduction, alkylation, alkenylation, and arylation of these groups, as well as asymmetric aldol, Mannich, and Morita-Bayliss-Hillman reactions. This volume is part of a 3-volume set: Science of Synthesis Stereoselective Synthesis Workbench Edition Further information about Stereoselective Synthesis (including sample pages and the table of contents)