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. 2011 Jan 21;13(2):184-7.
doi: 10.1021/ol102567h. Epub 2010 Dec 13.

Asymmetric synthesis of tertiary benzylic alcohols

Monika I Antczak  1 , Feng Cai, Joseph M Ready
Affiliations

Asymmetric synthesis of tertiary benzylic alcohols

Monika I Antczak et al. Org Lett. .

Abstract

Vinyl, aryl, and alkynyl organometallics add to ketones containing a stereogenic sulfoxide. Tertiary alcohols are generated in diastereomerically and enantiomerically pure form. Reductive lithiation converts the sulfoxide into a variety of useful functional groups.

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Figures

Scheme 1
Scheme 1
Synthetic manipulations of sulfoxide 2a
Scheme 2
Scheme 2
Asymmetric synthesis of allenes
See this image and copyright information in PMC

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