Issue 21, 1976

Unusually fast [1,3] sigmatropic shifts

Abstract

Four medium-sized-ring 1-vinyl alcohols including one benzo-derivative are shown to undergo [1,3] sigmatropic shifts at room temperature under the influence of potassium hydride and hexamethylphosphoric triamide (HMPA) whereas thermal rearrangement of the trimethylsilyloxy derivatives requires ca. 300 °C.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1976, 846-847

Unusually fast [1,3] sigmatropic shifts

R. W. Thies and E. P. Seitz, J. Chem. Soc., Chem. Commun., 1976, 846 DOI: 10.1039/C39760000846

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