Enantioselective linchpin catalysis by SOMO catalysis: An approach to the asymmetric a-chlorination of aldehydes and terminal epoxide formation

Muriel Amatore; Teresa D. Beeson; Sean P. Brown; David W.C. MacMillan

doi:10.1002/anie.200901855

Enantioselective linchpin catalysis by SOMO catalysis: An approach to the asymmetric a-chlorination of aldehydes and terminal epoxide formation

Muriel Amatore
, Teresa D. Beeson
, Sean P. Brown
, David W.C. MacMillan

Research output: Contribution to journal › Article › peer-review

185 Scopus citations

Abstract

Time for SOme MOre: For the first time SOMO (singly occupied molecular orbital) activation has been exploited to allow a new approach to the α-chlorination of aldehydes. This transformation can be readily implemented as part of a linchpin catalysis approach to the enantioselective production of terminal epoxides.

Original language	English (US)
Pages (from-to)	5121-5124
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	48
Issue number	28
DOIs	https://doi.org/10.1002/anie.200901855
State	Published - Jun 29 2009

All Science Journal Classification (ASJC) codes

General Chemistry
Catalysis

Keywords

Enantioselectivity asymmetric catalysis
Epoxidation -
Organocatalysis

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10.1002/anie.200901855

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AU - Brown, Sean P.

AU - MacMillan, David W.C.

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KW - Enantioselectivity asymmetric catalysis

KW - Epoxidation -

KW - Organocatalysis

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Enantioselective linchpin catalysis by SOMO catalysis: An approach to the asymmetric a-chlorination of aldehydes and terminal epoxide formation

Abstract

All Science Journal Classification (ASJC) codes

Keywords

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