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. 2009 Aug 21;74(16):6335-8.
doi: 10.1021/jo900739q.

Asymmetric epoxidation catalyzed by alpha,alpha-dimethylmorpholinone ketone. Methyl group effect on spiro and planar transition states

O Andrea Wong  1 , Bin Wang, Mei-Xin Zhao, Yian Shi
Affiliations

Asymmetric epoxidation catalyzed by alpha,alpha-dimethylmorpholinone ketone. Methyl group effect on spiro and planar transition states

O Andrea Wong et al. J Org Chem. .

Abstract

Asymmetric epoxidation of olefins by using an alpha,alpha-dimethylmorpholinone-containing chiral ketone catalyst (4) has been investigated. This ketone, which has the combined features of several previously studied catalysts, is an effective catalyst for trans- and trisubstituted olefins, and up to 97% ee has been achieved. The alpha,alpha-dimethyl group has significant impact on spiro and planar transition states.

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