Journal of Organic Chemistry p. 4812 - 4822 (1989)
Update date:2022-09-26
Topics:
Takahata, Hiroki
Takamatsu, Tamotsu
Yamazaki, Takao
Iodine-induced lactamization of γ,δ-unsaturated thioimidates proceeds regioselectively to provide γ-lactams.The iodolactamization with allylic substituents brings about 1,2-asymmetric induction, which depends on the allyl groups.Transformation of the cis-4-hydroxy-5-(iodomethyl)pyrrolidin-2-one (24a) among these highly functionalized γ-lactams into several biologically active compounds is described.In addition, the conversion of an optically active form of 24a is discussed.
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