Issue 13, 2010

Chiral sulfoxides as activators of allyl trichlorosilanes in the stereoselective allylation of aldehydes

Abstract

Chiral aryl methyl sulfoxides proved to be efficient activators in the asymmetric allylation of aldehydes with allyl trichlorosilanes. High enantioselectivity was found in the case of electron-poor aldehydes. The high levels of diastereoselectivity and the detection of nonlinear effects have allowed the elucidation of some mechanistic aspects of the reaction.

Graphical abstract: Chiral sulfoxides as activators of allyl trichlorosilanes in the stereoselective allylation of aldehydes

Supplementary files

Article information

Article type
Paper
Submitted
15 Feb 2010
Accepted
20 Apr 2010
First published
17 May 2010

Org. Biomol. Chem., 2010,8, 3055-3059

Chiral sulfoxides as activators of allyl trichlorosilanes in the stereoselective allylation of aldehydes

V. De Sio, A. Massa and A. Scettri, Org. Biomol. Chem., 2010, 8, 3055 DOI: 10.1039/C002988B

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