Tetrahedron p. 3323 - 3328 (1981)
Update date:2022-08-05
Topics:
Hart, Harold
Chen, Sun-Mao
Nitta, Makoto
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 photoisomerization behavior.Irradiation 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 photoisomerizes via an initial <3,3>-sigmatropic rearrangement, the isolated product being the relatively stable cyclopentadiene-ketene 26.The methylene analog of 14 (i.e.32) rearranges similarly, giving allene 33 and alkyne 34.The mechanisms of these photoisomerizations are discussed.
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Doi:10.1021/ja00360a024
(1983)Doi:10.1021/ja00844a046
(1975)Doi:10.1016/S0031-9422(00)85035-9
(1984)Doi:10.1016/S0040-4039(99)02038-9
(2000)Doi:10.1021/jo01373a001
(1954)Doi:10.1021/acs.joc.6b01063
(2016)