On the photoisomerization of bicyclo [3.2. n] dienones

H Hart, SM Chen, M Nitta

Index: Hart, Harold; Chen, Sun-Mao; Nitta, Makoto Tetrahedron, 1981 , vol. 37, # 19 p. 3323 - 3328

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Abstract

Two bicyclo [3.2. n] dienones, which differ from one another only by the presence or absence of an O atom as the “n” bridge, show very different pbotoisomerization behavior. Irradation of hexamethyl-8-oxabicyclo [3.2. 1] octadienone 12 gives endo-6- acetylpentamethylbicyclo [3.1. 0] hexenone 16, probably via an initial [1, 3] sigmatropic rearrangement (Scheme 3). In contrast, hexamethylbicyclo [3.2. 0] heptadienone 14 ...