Preparation of 7-Methyl-7-vinylbicyclo[3.2.0]hept-2-ene Via Cyclobutanone Reduction

Jeffrey D. Burkey Department of Chemistry, Franklin and Marshall College, Lancaster, PA, 17604

Phyllis A. Leber Department of Chemistry, Franklin and Marshall College, Lancaster, PA, 17604

Lisa S. Silverman Department of Chemistry, Franklin and Marshall College, Lancaster, PA, 17604

Abstract

A cyclobutanone to cyclobutane conversion has been performed on 7-methyl-7-vinylbicyclo[3.2.0]hept-2-en-6-one by low-temperature (25°C) Wolff-Kishner reduction of the hydrazone derivative. Upon heating, the exo-vinyl epimer affords predominantly cis-6-methyl-4,7,8,9-tetrahydroindene.

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Preparation of 7-Methyl-7-vinylbicyclo[3.2.0]hept-2-ene Via Cyclobutanone Reduction

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Preparation of 7-Methyl-7-vinylbicyclo[3.2.0]hept-2-ene Via Cyclobutanone Reduction

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