Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 69, Issue 23, Pages 7906-7909Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0488006
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Asymmetric iodolactamization reactions of unsaturated amides with oxazolidines as the chiral auxiliaries were investigated. With (4S)-4-((2R)-2-butyl)-2,2-dimethyloxazolidine as the auxiliary and LiH as the base, a number of unsaturated amides underwent iodolactamization smoothly to afford the corresponding gamma- and delta-lactams in 30-98% yield with de values up to 97%.
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