Asymmetric Synthetic Methodology: 1st Edition (Hardback) book cover

Asymmetric Synthetic Methodology

1st Edition

By David John Ager, Michael B. East

CRC Press

512 pages

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Hardback: 9780849389429
pub: 1995-11-21
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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



Why Asymmetric Synthesis?

Methods to Achieve Asymmetric Synthesis


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


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


Other Transition Metal Catalyzed Reactions

Hydride Delivery Agents

Reactions of Some Functionalized Alkenes

Conjugate Additions

Allyl Alkylations

Other Reactions

Asymmetric Oxidations of Isolated Alkenes


Reactions of Epoxides


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


Preparations of Lactones and Cyclic Ethers

Reactions of Lactones and Related Systems

Reactions of Cyclic Sulfur Compounds

Biochemical Methods

Esters and Related Compounds


Other Reactions

Catalytic Antibodies


Subject Categories

BISAC Subject Codes/Headings:
SCIENCE / Chemistry / Organic
SCIENCE / Physics