Journal of Organic Chemistry p. 1530 - 1536 (1986)
Update date:2022-07-30
Topics:
Taylor, Edward C.
Davies, Huw M. L.
Hinkle, Jeffery S.
Several procedures have been developed for alkylation at N-2 of a variety of 1,2-diazetidin-3-ones with N-1 substituent carrying an olefinic bond.Ozonolysis yielded aldehydes which were subjected to aldol cyclization conditions.The products proved to be rearranged bicyclic products arising from intramolecular ring opening of the 1,2-diazetidin-3-one lactam bond by the secondary hydroxyl group formed in the aldol reaction.
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