Issue 12, 1994
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Tandem conjugate addition of silylcuprate and benzenesulfenyl chloride to unsaturated esters: stereoselective preparation of anti-3-dimethylphenylsilyl-2-phenylthio aldehydes

María-Jesús Villa  and  Stuart Warren  

Abstract

Conjugate addition of dimethylphenylsilylcuprate is successful even to a 2,3-disubstituted acrylate ester and when followed by α-sulfenylation of the trapped silyl enol ether intermediate, reduction and re-oxidation gives, for example, (2SR, 3RS)-(anti)-2, 5-dimethyl-3-dimethylphenylsilyl-2-phenylthiohexanal as a single diastereoisomer.

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Article information

DOI
https://doi.org/10.1039/P19940001569
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1994, 1569-1572

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Tandem conjugate addition of silylcuprate and benzenesulfenyl chloride to unsaturated esters: stereoselective preparation of anti-3-dimethylphenylsilyl-2-phenylthio aldehydes

M. Villa and S. Warren, J. Chem. Soc., Perkin Trans. 1, 1994, 1569 DOI: 10.1039/P19940001569

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