Amine-Catalyzed Epoxidation of Alkenes: A New Mechanism for the Activation of Oxone

Some of the most promising systems emerging for the catalytic asymmetric epoxidation of alkenes involve the activation of oxone (active constituent KHSO5). The discovery of catalysis by amines is an exciting development in this area of organocatalysis, and a new mechanism for the activation of oxone...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2004-03, Vol.43 (12), p.1460-1462
Main Author: Armstrong, Alan
Format: Article
Language:English
Subjects:
Alkenes - chemical synthesis
Alkenes - chemistry
amines
Amines - chemistry
Catalysis
enantioselectivity
epoxidation
Epoxy Compounds - chemistry
Molecular Structure
oxidation
Oxidation-Reduction
Sulfuric Acids - chemistry
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Summary:Some of the most promising systems emerging for the catalytic asymmetric epoxidation of alkenes involve the activation of oxone (active constituent KHSO5). The discovery of catalysis by amines is an exciting development in this area of organocatalysis, and a new mechanism for the activation of oxone has been advanced with important consequences (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200301716