Principles of Asymmetric Synthesis ( Volume 14 )

Publication series :Volume 14

Author: Gawley   R. E.;Aubé   J.  

Publisher: Elsevier Science‎

Publication year: 1996

E-ISBN: 9780080514772

P-ISBN(Paperback): 9780080418766

P-ISBN(Hardback):  9780080418766

Subject: O621.3 Organic synthesis chemistry.

Language: ENG

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Description

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 alky

Chapter

Front Cover

pp.:  1 – 4

Copyright Page

pp.:  5 – 6

Table of Contents

pp.:  6 – 10

Foreword

pp.:  10 – 12

Preface

pp.:  14 – 18

Reprint Acknowledgements

pp.:  18 – 22

Chapter 1. Introduction

pp.:  22 – 66

Chapter 2. Analytical Methods

pp.:  66 – 96

Chapter 3. Enolate, Azaenolate, and Organolithium Alkylations

pp.:  96 – 142

Chapter 4. 1,2 and 1,4 Additions to Carbonyls

pp.:  142 – 182

Chapter 5. Aldol and Michael Additions of Allyls and Enolates

pp.:  182 – 244

Chapter 6. Rearrangements and Cycloadditions

pp.:  244 – 314

Chapter 7. Reductions and Hydroborations

pp.:  314 – 346

Chapter 8. Oxidations

pp.:  346 – 386

Index

pp.:  386 – 396

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