Solvolytic rearrangement of the 2-(Δ1-cyclopentenyl) ethyl system

WD Closson, GT Kwiatkowski

Index: Closson,W.D.; Kwiatkowski,G.T. Tetrahedron, 1965 , vol. 21, p. 2779 - 2789

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Citation Number: 24

Abstract

The acetolysis of 2-(Δ1-cyclopentenyl) ethyl bromobenzenesulfonate (I) yields four rearranged acetates. The major product is 3-methylenecyclohexyl acetate, while spiro [2.4] heptan-4-yl, bicyclo [3.2. 0] heptan-1-yl, and bicyclo [3.1. 0] hexane-1-methyl acetate are produced in smaller amounts. Consideration of the solvolytic reactions of derivatives possessing these rearranged structures allows presentation of an overall scheme of ...