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Paper | Special issue | Vol 95, No. 2, 2017, pp.1074-1081
Published online, 29th December, 2016
DOI: 10.3987/COM-16-S(S)79
Synthetic Studies of Liposidomycin Degradation Product: Model Studies of Diazepanone Ring Construction

Noriyuki Nakajima,* Taichi Seida, Ai Furuno, Takayuki Asahi, Takao Kishimoto, and Masahiro Hamada

*Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan

Abstract

The model studies of diazepanone ring construction of liposidomycin degradation product was described. A synthesis of the liposidomycin diazepanone ring system using 2-nitrobenzenesulfonamides (N-Ns) as an activating and a protecting group has been achieved. Under the intramolecular Mitsunobu reaction conditions, the cyclization reaction proceeded efficiently to give seven-membered ring systems.