Issue 6, 1983

Influence of the trimethylsilyl group on the diastereoselectivity of an adjacent Claisen amide-acetal rearrangement

Abstract

In contrast to their reactions with other (E)-allylic alcohols, the amide-acetals (1a, b) react with (E)-1-trimethylsilylpent-3-en-2-ol to give mixtures of product amides in which the threo-diasteroisomers marginally predominate.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1983, 285-287

Influence of the trimethylsilyl group on the diastereoselectivity of an adjacent Claisen amide-acetal rearrangement

E. H. Smith and N. D. Tyrrell, J. Chem. Soc., Chem. Commun., 1983, 285 DOI: 10.1039/C39830000285

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