Principles Of Asymmetric Synthesis

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Principles of Asymmetric Synthesis

Author : R.E. Gawley,J. Aubé
Publisher : Elsevier
Page : 394 pages
File Size : 40,7 Mb
Release : 1996-11-21
Category : Science
ISBN : 9780080514772

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Principles of Asymmetric Synthesis by R.E. Gawley,J. Aubé Pdf

The world is chiral. Most of the molecules in it are chiral, and asymmetric synthesis is an important means by which enantiopure chiral molecules may be obtained for study and sale. Using examples from the literature of asymmetric synthesis (more than 1300 references), the aim of this book is to present a detailed analysis of the factors that govern stereoselectivity in organic reactions. It is important to note that the references were each individually checked by the authors to verify relevance to the topics under discussion. The study of stereoselectivity has evolved from issues of diastereoselectivity, through auxiliary-based methods for the synthesis of enantiomerically pure compounds (diastereoselectivity followed by separation and auxiliary cleavage), to asymmetric catalysis. In the latter instance, enantiomers (not diastereomers) are the products, and highly selective reactions and modern purification techniques allow preparation - in a single step - of chiral substances in 99% ee for many reaction types. After an explanation of the basic physical-organic principles of stereoselectivity, the authors provide a detailed, annotated glossary of stereochemical terms. A chapter on "Analytical Methods" provides a critical overview of the most common methods for analysis of stereoisomers. The authors then follow the 'tried-and-true' format of grouping the material by reaction type. Thus, there are four chapters on carbon-carbon bond forming reactions (enolate alkylations, organometal additions to carbonyls, aldol and Michael reactions, and cycloadditions and rearrangements), one chapter on reductions and hydroborations (carbon-hydrogen bond forming reactions), and one on oxidations (carbon-oxygen and carbon-nitrogen bond forming reactions). Leading references are provided to natural product synthesis that have been accomplished using a given reaction as a key step. In addition to tables of examples that show high selectivity, a transition state analysis is presented to explain - to the current level of understanding - the stereoselectivity of each reaction. In one case (Cram's rule) the evolution of the current theory is detailed from its first tentative (1952) postulate to the current Felkin-Anh-Heathcock formalism. For other reactions, only the currently accepted rationale is presented. Examination of these rationales also exposes the weaknesses of current theories, in that they cannot always explain the experimental observations. These shortcomings provide a challenge for future mechanistic investigations.

Principles and Applications of Asymmetric Synthesis

Author : Guo-Qiang Lin,Yue-Ming Li,Albert S. C. Chan
Publisher : John Wiley & Sons
Page : 536 pages
File Size : 46,7 Mb
Release : 2003-05-29
Category : Science
ISBN : 9780471465249

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Principles and Applications of Asymmetric Synthesis by Guo-Qiang Lin,Yue-Ming Li,Albert S. C. Chan Pdf

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.

Principles of Asymmetric Synthesis

Author : Robert E. Gawley,Jeffrey Aube
Publisher : Elsevier
Page : 569 pages
File Size : 40,5 Mb
Release : 2012-07-16
Category : Science
ISBN : 9780080448602

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Principles of Asymmetric Synthesis by Robert E. Gawley,Jeffrey Aube Pdf

The world is chiral. Most of the molecules in it are chiral, and asymmetric synthesis is an important means by which enantiopure chiral molecules may be obtained for study and sale. The aim of this book is to present a detailed analysis of the factors that govern stereoselectivity in organic reactions.

Asymmetric Synthesis

Author : Alan Aitken,S. N. Kilenyi
Publisher : CRC Press
Page : 256 pages
File Size : 46,7 Mb
Release : 1992-12-30
Category : Science
ISBN : 0751401900

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Asymmetric Synthesis by Alan Aitken,S. N. Kilenyi Pdf

Asymmetric synthesis is one of the most important areas of research and development in synthetic organic chemistry, and has wide-ranging industrial applications. This introduction to the subject covers chirality, nomenclature and analytical methods of resolution. The main body of the text describes the principal methods available to the organic chemist wishing to synthesize chiral compounds. Case studies are included, and reference sections allow access to the relevant review and research literature. This book is written for organic chemists at postgraduate and advanced undergraduate level.

Dynamic Stereochemistry of Chiral Compounds

Author : Christian Wolf
Publisher : Royal Society of Chemistry
Page : 534 pages
File Size : 44,5 Mb
Release : 2008
Category : Education
ISBN : 9780854042463

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Dynamic Stereochemistry of Chiral Compounds by Christian Wolf Pdf

A comprehensive overview of fundamental concepts of asymmetric synthesis along with in-depth discussion. Recent developments that address important synthetic challenges are presented and highlighted with hundreds of examples.

Stereochemistry and Organic Reactions

Author : Dipak Kumar Mandal
Publisher : Academic Press
Page : 640 pages
File Size : 41,6 Mb
Release : 2021-04-21
Category : Science
ISBN : 9780128240939

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Stereochemistry and Organic Reactions by Dipak Kumar Mandal Pdf

Stereochemistry and Organic Reactions: Conformation, Configuration, Stereoelectronic Effects and Asymmetric Synthesis provides coverage on the stereochemistry of reactions of all mechanistic types, ranging from ionic, pericyclic and transition metal-catalyzed to radical and photochemical. Chapters cover acyclic molecules, cyclic molecules, the stereochemistry of organic reactions, the perturbation molecular orbital theory for the origin of stereoelectronic effects, and an introduction to the principles of stereoselectivity and hierarchical levels of asymmetric synthesis. Each chapter includes problems that reinforce main themes, making it valuable to students, teachers and researchers working in organic, biological and medicinal chemistry, as well as biologists, pharmacologists, polymer chemists and chemists. Presents a holistic and unified approach to stereochemical understanding and predictions, covering reactions of all mechanistic classes Includes two background chapters on perturbation theory and stereoselective principles, along with asymmetric designs Features novel rules and mnemonics to delineate product stereochemistry Includes up-to-date coverage with over 1300 selective references

Asymmetric Organocatalysis

Author : Albrecht Berkessel,Harald Gröger
Publisher : John Wiley & Sons
Page : 454 pages
File Size : 45,6 Mb
Release : 2006-03-06
Category : Science
ISBN : 9783527604050

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Asymmetric Organocatalysis by Albrecht Berkessel,Harald Gröger Pdf

Asymmetric catalysis represents still one of the major challenges in modern organic chemistry. Besides the well-established asymmetric metal-complex-catalysed syntheses and biocatalysis, the use of "pure" organic catalysts turned out to be an additional efficient tool for the synthesis of chiral building blocks. In this handbook, the experienced authors from academia and industry provide the first overview of the important use of such metal-free organic catalysts in organic chemistry. With its comprehensive description of numerous reaction types, e.g., nucleophilic substitution and addition reactions as well as cycloadditions and redox reactions, this book targets organic chemists working in industry and academia, and deserves a place in every laboratory.

Organic Chemistry from Retrosynthesis to Asymmetric Synthesis

Author : Vitomir Šunjić,Vesna Petrović Peroković
Publisher : Springer
Page : 211 pages
File Size : 47,9 Mb
Release : 2016-04-30
Category : Science
ISBN : 9783319299266

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Organic Chemistry from Retrosynthesis to Asymmetric Synthesis by Vitomir Šunjić,Vesna Petrović Peroković Pdf

This book connects a retrosynthetic or disconnection approach with synthetic methods in the preparation of target molecules from simple, achiral ones to complex, chiral structures in the optically pure form. Retrosynthetic considerations and asymmetric syntheses are presented as closely related topics, often in the same chapter, underlining the importance of retrosynthetic consideration of target molecules neglecting stereochemistry and equipping readers to overcome the difficulties they may encounter in the planning and experimental implementation of asymmetric syntheses. This approach prepares students in advanced organic chemistry courses, and in particular young scientists working at academic and industrial laboratories, for independently solving synthetic problems and creating proposals for the synthesis of complex structures.

Fundamentals of Asymmetric Catalysis

Author : Patrick J. Walsh,Marisa C. Kozlowski
Publisher : University Science Books
Page : 692 pages
File Size : 52,5 Mb
Release : 2009-01-02
Category : Science
ISBN : 1891389548

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Fundamentals of Asymmetric Catalysis by Patrick J. Walsh,Marisa C. Kozlowski Pdf

This work describes the essential aspects of enantioselective catalysis, with chapters organised by concept rather than by reaction type. Each concept is supported by examples to give the reader broad exposure to a wide range of catalysts, reactions and reaction mechanisms.

Asymmetric Synthesis

Author : Y. Vatsala
Publisher : Unknown
Page : 0 pages
File Size : 48,7 Mb
Release : 2015
Category : Asymmetric synthesis
ISBN : 1781830134

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Asymmetric Synthesis by Y. Vatsala Pdf

Deals with stereochemistry of specialised topics. This book provides a comprehensive account of concepts of Asymmetric Synthesis. It is based on three important principles: concepts and terminology used in asymmetric synthesis, the four types of asymmetric synthesis, and applications of asymmetric synthesis.

Chiral Ligands

Author : Montserrat Diéguez
Publisher : CRC Press
Page : 298 pages
File Size : 40,6 Mb
Release : 2021-05-13
Category : Science
ISBN : 9781000379006

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Chiral Ligands by Montserrat Diéguez Pdf

Many new drugs on the market are chiral compounds, that is, they can exist in two non-superimposable mirror-image forms. Asymmetric catalysis encompasses a large variety of processes for obtaining such compounds. The performance of the catalyst in those processes largely depends on the ligand that makes up the catalyst. This book describes the most relevant ligand libraries for some key processes, including an overview of the state of art and the key mechanistic aspects that favor a high catalytic performance. Key Features: The book presents historical content from the time of discovery for each family of ligands. Provides a description of the synthetic route and the ligand library's application in various catalytic asymmetric reactions Suitable as supplementary reading for courses targeting the design, synthesis and application of chiral catalysts, asymmetric catalysis and sustainable production Edited by a distinguished scientist in the field, the book has a diverse audience including research groups in homogeneous catalysis, particularly asymmetric transformations

Asymmetric Catalysis

Author : B. Bosnich
Publisher : Springer Science & Business Media
Page : 169 pages
File Size : 43,9 Mb
Release : 2012-12-06
Category : Science
ISBN : 9789400951778

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Asymmetric Catalysis by B. Bosnich Pdf

The rate of advance in areas of science is seldom constant. Usually certain fields effloresce with activity because of the ~ealization that solutions are possible to long standing important problems. So it is now with asymmetric catalysis, a field which promises to change profoundly the strategic thinking of synthetic chemists. As this Report will show, reagents which can induce catalytic enantiocontrol of chemical transformations could represent the ultimate synthetic method. Nearly all synthetic strategies of complex molecules involve steps which require enantiocontrol and, in many cases, a specific catalytic transformation embodying enan tiocontrol has enormous advantages in terms of the rate and economy of the reaction. Because asymmetric catalysis is in a formative stage, workers with different backgrounds have joined the field. This Workshop had representatives with organometallic, organic, structural, kinetic, enzymatic, microbiological and industrial backgrounds. Each had his own perspective and this Report represents a consensus of this group of eleven people. The result is probably as compre hensive and balanced a view of the subject as is possible at present. It is hoped that those who have until now had but a glancing interest in asymmetric catalysis will find this Report a useful indication of its present state. We believe that asymmetric catalysis will have an increasing impact on the development of chemistry and will eventually dominate much of synthetic and industrial chemistry.

Asymmetric Catalysis In Organic Synthesis

Author : Ryoji Noyori
Publisher : Wiley-Interscience
Page : 404 pages
File Size : 45,7 Mb
Release : 1994-02-03
Category : Science
ISBN : MINN:31951D01091644G

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Asymmetric Catalysis In Organic Synthesis by Ryoji Noyori Pdf

Deals with basic principles of asymmetric catalysis focusing on its synthetic significance. Covers homogeneous asymmetric hydrogenation, asymmetric catalysis via chiral metal complexes, heterogeneous catalysis and non-organometallic catalysis. The collection of a range of stereoselective reactions illustrate various strategies and methodologies as well as their general utility.

Selectivity in Organic Synthesis

Author : Robert S. Ward
Publisher : John Wiley & Sons
Page : 197 pages
File Size : 55,7 Mb
Release : 1999-05-04
Category : Science
ISBN : 9780471987796

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Selectivity in Organic Synthesis by Robert S. Ward Pdf

Selectivity is an increasingly important part of organic synthesis. The whole basis of organic chemistry, and especially organic synthesis, depends upon the selectivity which can be achieved in organic reactions. This concise textbook describes the strategies which can be adopted to improve selectivity, and the reactions which have been specially designed to afford high selectivity. The aim is to illustrate the range of processes to which these principles can be applied and the high degree of selectivity which can be achieved. Selectivity in Organic Synthesis aims to provide a solid introduction to this subject, focusing on the key areas and applications.

Principles of Organic Synthesis

Author : Richard O.C. Norman
Publisher : Routledge
Page : 1005 pages
File Size : 52,7 Mb
Release : 2017-10-19
Category : Science
ISBN : 9781351421720

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Principles of Organic Synthesis by Richard O.C. Norman Pdf

This book is designed for those who have had no more than a brief introduction to organic chemistry and who require a broad understanding of the subject. The book is in two parts. In Part I, reaction mechanism is set in its wider context of the basic principles and concepts that underlie chemical reactions: chemical thermodynamics, structural theory, theories of reaction kinetics, mechanism itself and stereochemistry. In Part II these principles and concepts are applied to the formation of particular types of bonds, groupings, and compounds. The final chapter in Part II describes the planning and detailed execution of the multi-step syntheses of several complex, naturally occurring compounds.