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

Angew Chem Int Ed Engl. 2009;48(28):5121-4. doi: 10.1002/anie.200901855.

Authors

Muriel Amatore¹, Teresa D Beeson, Sean P Brown, David W C MacMillan

Affiliation

¹ Merck Center for Catalysis at Princeton University, Washington Road, Princeton NJ 08544-1009, USA.

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 alpha-chlorination of aldehydes. This transformation can be readily implemented as part of a linchpin catalysis approach to the enantioselective production of terminal epoxides.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Aldehydes / chemistry*
Catalysis
Epoxy Compounds / chemistry*
Halogenation
Stereoisomerism

Substances

Aldehydes
Epoxy Compounds

Abstract

Publication types

MeSH terms

Substances

Grants and funding