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 ...
