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Communication | Regular issue | Vol 43, No. 2, 1996, pp.267-270
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7274
Stereoselective Intramolecular Michael Reaction of the 18-Membered α,β-Unsaturated Macrolactam: MM2 Transition Structure Models

Haruo Yamada, Takashi Takahashi*, Yutaka Kanda, Yutaka Saitoh, and Tohru Fukuyama

*Department of Chemical Engineering, Tokyo Institute of Technology, Meguro, Tokyo 152, Japan

Abstract

Intramolecular Michael reaction of the 18-membered α,β-unsaturated lactam, a key reaction in the total synthesis of leinamycin (1), and a discussion of its high diastereoselectivity based on MM2 transition structure models are presented.