Journal of the Chemical Society. Chemical communications p. 934 - 936 (1990)
Update date:2022-08-03
Topics:
Armesto, Diego
Agarrabeitia, Antonia R.
Horspool, William M.
Gallego, Mar G.
On irradiation of the oxime acetate of trans-2,2-dimethyl-4-phenylbut-3-enal (5) undergoes stereospecific aza-di-?-methane rearrangement to the oxime acetate of trans-2,2-dimethyl-3-phenylcyclopropanecarbaldehyde (7), while surprisingly the irradiation of the oxime acetate of 2,2-dimethyl-3-phenylbut-3-enal (10) follows a different reaction path and affords the oxime acetate of 4-methyl-3-phenylpent-3-enal (13) by a novel 1,3-migration pathway.
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