Switchable divergent asymmetric synthesis via organocatalysis

The development of switchable chemo-, regio-, or diastereodivergent reactions, in which two or more structurally and stereogenically different types of chiral products could be produced efficiently from an identical set of starting materials under readily tunable catalytic conditions, is one of the...

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Bibliographic Details
Published in:Chemical Society reviews 2017-03, Vol.46 (6), p.1675-1692
Main Authors: Zhan, Gu, Du, Wei, Chen, Ying-Chun
Format: Article
Language:English
Subjects:
Activation
Asymmetry
Catalysis
Catalysts
Lewis base
Synthesis
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Summary:The development of switchable chemo-, regio-, or diastereodivergent reactions, in which two or more structurally and stereogenically different types of chiral products could be produced efficiently from an identical set of starting materials under readily tunable catalytic conditions, is one of the ultimate goals in asymmetric catalysis. This tutorial review will focus on the application of a variety of chiral organic catalysts, including Lewis bases, and Brønsted bases and acids, in a diverse range of stereoselective reactions in a switchable manner. Meanwhile, a few examples of divergent reactions through synergistic activation of organocatalysis and metal catalysis will also be discussed. A variety of chiral organocatalysts, in addition to synergistic metal-based activation, were discussed in diverse switchable stereoselective reactions.
ISSN:0306-0012
1460-4744
DOI:10.1039/c6cs00247a