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Communication | Regular issue | Vol 34, No. 3, 1992, pp.435-440
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5940
Electrophilic Olefin Heterocyclization in Organic Synthesis. Formation of δ-Lactams by Iodine-induced Lactamization of δ,ε-Unsaturated Thioimidates

Hiroki Takahata,* Eng-Chi Wang, Kazumi Ikuro, Takao Yamazaki, and Tekefumi Momose*

*Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama 930-01, Japan

Abstract

The diastereoselective iodine-induced lactamization of δ,ε-unsaturated thioimidates (1) accessible from allylation of a dianion of N-benzyl-3-phenylsulfonylpropionamide (3) followed by elaboration gave the substituted δ-lactams (2).