4.7 Article

Asymmetric Epoxidation of 1,1-Disubstituted Terminal Olefins by Chiral Dioxirane via a Planar-like Transition State

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 24, Pages 9539-9543

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo801576k

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Funding

  1. General Medical Sciences of the National Institutes of Health [GM59705-08]

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Various 1, 1-disubstituted terminal olefins have been investigated for asymmetric epoxidation using chiral ketone catalysts. Up to 88% ee has been achieved with a lactam ketone, and a planar transition state is likely to be a major reaction pathway.

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