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■ A Promising Cyclization of the 3-Arylidene-6-arylmethyl-2,5-piperazinedione to Construct Tricyclic Lactam as an Intermediate to Saframycin Synthesis

Akinori Kubo, Naoki Saito, Madoka Nakamura, Koreharu Ogata, and Shin-ichiro Sakai

*Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan

Abstract

Regioselective reduction of the 3-arylidene-6-arylmethyl-2,5-piperazinedione (7b) at the C-2 position, followed by effective intramolecular cyclization to afford the tricyclic lactam (10b)is described. The structure of 16 as an intermediate to saframycin synthesis is confirmed by an X-ray crystallographic analysis.