Organocatalytic Asymmetric Epoxidation of Olefins by Chiral Ketones
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- 13 July 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Accounts of Chemical Research
- Vol. 37 (8), 488-496
- https://doi.org/10.1021/ar030063x
Abstract
Chiral ketones have been shown to be effective organocatalysts for asymmetric epoxidation of olefins with broad substrate scope. High enantioselectivity has been obtained for a wide variety of trans and trisubstituted olefins, as well as a number of cis olefins, with encouragingly high ee's for some terminal olefins. The stereochemical outcome of the reaction can be rationalized by a spiro transition state model.Keywords
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