Issue 13, 2008

Dioxirane mediated asymmetric epoxidations: stereochemical studies via isotopic labeling

Abstract

A study, via isotopic labeling, of the stereoselective processes in a Shi-type epoxidation, has revealed that the chiral platform provided by the catalyst mediates the transfer of the pro-S “O” of the related dioxirane species to the alkene in a doubly stereoselective manner.

Graphical abstract: Dioxirane mediated asymmetric epoxidations: stereochemical studies via isotopic labeling

Supplementary files

Article information

Article type
Paper
Submitted
04 Feb 2008
Accepted
13 Mar 2008
First published
23 Apr 2008

Org. Biomol. Chem., 2008,6, 2276-2281

Dioxirane mediated asymmetric epoxidations: stereochemical studies via isotopic labeling

N. Nieto, I. J. Munslow, J. Barr, J. Benet-Buchholz and A. Vidal-Ferran, Org. Biomol. Chem., 2008, 6, 2276 DOI: 10.1039/B801922C

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