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Isolation and Characterization of Atropisomers of Seven-Membered-Ring Benzolactams

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posted on 2011-06-17, 00:00 authored by Hidetsugu Tabata, Naoya Wada, Yuko Takada, Tetsuta Oshitari, Hideyo Takahashi, Hideaki Natsugari
The atropisomeric properties of seven-membered-ring benzolactams (7ac and 8a) [1,5-benzodiazepin-2-one (a), 1,5-benzothiazepin-4-one (b), and 1-benzazepin-2-one (c)] were examined. The atropisomers were isolated as the diastereomers with an (S)-phenethylamide moiety, which were characterized by X-ray crystallography, and the barriers to their interconversion were clarified.