Photoisomerization of 6-METHYLENETRICYCLO[3.2.1.02,7]OCT-3-EN-8-OLS : A Convenient Synthesis of 3-Methylenetetracyclo [3.3.0.0.4,602,8]OCTAN-7-OLS and Related Ketones

Abstract

Ultraviolet irradiation of 6-methylenetricyclo[3.2.1.02,7]oct-3-en-8-ols (Ia) and (Ib) afforded 3-methylenetetracyclo[3.3.0.0.4,602,8]octan-7-ols (IIa) and (IIb) in fairly good yields. This photorearrangement is considered to be a di-π-methane rearrangement. Oxidation of the photoproducts gave the ketones retaining the carbon skeleton of IIa and IIb