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1st Edition

Asymmetric Synthetic Methodology




ISBN 9780849389429
Published November 21, 1995 by CRC Press
512 Pages

 
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Book Description

This comprehensive text presents a critical discussion of the scopes and limitations of various organic synthetic methodologies that are available for performing asymmetric transformations. In addition to purely chemical methods, the book covers applications of new enzymes and other biological systems that are increasingly useful in asymmetric methodology.

Table of Contents

Introduction
Nomenclature
Why Asymmetric Synthesis?
Methods to Achieve Asymmetric Synthesis
Resolution
A Question of Scale
General Rules
Carbonyl Additions
Houk's Rule
Allylic Strain
Baldwin's Rules
Pericyclic Transition States
One-Carbon Transformations
Inversions at a Single Carbon Center
Chiral Organometallic Reagents
Other Reactions
Reactions With Carbonyl Compounds
Reactions of Carbonyl Compounds With Nucleophiles
Acetal Reactions
Other Electrophiles
Other Reactions
Reductions
Enolate Reactions of Carbonyl Compounds
Enol Ethers and Enolate Formation
Reactions of Enol Ethers and Enolates
Use of Nitrogen Derivatives
Asymmetric Deprotonations and Protonations
Reactions of Functionalized Carbonyl Systems
Alkylations of 1,2-Functionalized Carbonyl Compounds
Reductions of 1,2-Functionalized Carbonyl Compounds
Alkylations of 1,3-Functionalized Carbonyl Compounds
Reductions of 1,3-Functionalized Carbonyl Compounds
Other Systems
Aldol and Related Reactions
The Aldol Reaction: Methods of Control
The Aldol Reaction: The Role of Enolate Geometry and Metal Counterion
The Formose Reaction
Preparation and Reactions of Alkenes
Alkene Synthesis
Reactions of Alkenes
Reactions of Functionalized Alkenes
Hydrogenations
Other Transition Metal Catalyzed Reactions
Hydride Delivery Agents
Reactions of Some Functionalized Alkenes
Conjugate Additions
Allyl Alkylations
Other Reactions
Asymmetric Oxidations of Isolated Alkenes
Epoxidations
Reactions of Epoxides
1,2-Diols
Formation and Reactions of Cyclic Sulfates
Preparation and Reactions of Aziridines
Oxidations of Functionalized Alkenes
Epoxidation of Allyl Alcohols
Reactions of 2,3-Epoxy Alcohols and Related Systems
Epoxidations and Reactions of Other Unsaturated Systems
Other Oxidations
Other Systems
Pericyclic Reactions
The Diels-Alder Reaction
Claisen Rearrangements
Ene Reaction
Dipolar Cycloadditions
[2,3] Sigmatropic Rearrangements
Photochemical Reactions
Other Reactions
Cyclization Reactions and Reactions of Cyclic Systems
Carbocycles
Preparations of Lactones and Cyclic Ethers
Reactions of Lactones and Related Systems
Reactions of Cyclic Sulfur Compounds
Biochemical Methods
Esters and Related Compounds
Reductions
Other Reactions
Catalytic Antibodies
Index

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