Issue 17, 1998

The triisopropylsilyl effect: exceptional Cram-type selectivity in Mukaiyama aldol reactions of a silyl ketene thioacetal

Abstract

The level of 1,2-asymmetric induction in the BF3·OEt2-promoted addition of silyl ketene thioacetals to α-asymmetric aldehydes is affected by the bulk of the silyl group; unprecedented Cram-type selectivity is given by the triisopropylsilyl derivative 8a.

Article information

Article type
Paper

Chem. Commun., 1998, 1797-1798

The triisopropylsilyl effect: exceptional Cram-type selectivity in Mukaiyama aldol reactions of a silyl ketene thioacetal

A. P. Davis, S. J. Plunkett and J. E. Muir, Chem. Commun., 1998, 1797 DOI: 10.1039/A804153I

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