The synthesis of 4-carbomethoxy-4-methyl-3-(trimethylsilyl)-2, 5-cyclohexadien-1-one (1) in 60% overall yield from benzaldehyde is described. Irradiation (366 nm) of 1 in benzene solution gave products of type A photorearrangement; eg, diastereomers of the 4- (trimethylsilyl)-and 5-(trimethylsilyl) bicyclo [3.1. 0] hex-3-en-2-ones 8 and 9. Bicyclohexenones 9a and 9b could not be isolated, but underwent acid-catalyzed ...
[Schultz, Arthur G.; Harrington, Roger E.; Macielag, Mark; Mehta, Parag G.; Taveras, Arthur G. Journal of Organic Chemistry, 1987 , vol. 52, # 24 p. 5482 - 5484]
