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Paper | Special issue | Vol 90, No. 1, 2015, pp.327-343
Published online, 24th June, 2014
DOI: 10.3987/COM-14-S(K)24
Synthetic Studies on Saframycin Anibiotics: An Improved Synthesis of Tricyclic Lactam Intermediate and Construction of the Core Ring System of Saframycin A

Shinya Kimura, Shintaro Kawai, Masayuki Azuma, Yoshifumi Umehara, Yu-ichi Koizumi, Masashi Yokoya, and Naoki Saito*

*Department of Medicinal Chemistry, Pharmaceutical Chemistry, Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan

Abstract

An improved synthesis of the tricyclic lactam intermediate of saframycin antibiotics and the construction of the core ring system having a cyano group at C-21 position were presented.1 The stereochemistry of several key intermediates was determined by X-ray crystallographic analysis.