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■ Total Synthesis of (—)-Pramanicin

Shin-ya Aoki, Taro Tsukude, Yukari Miyazaki, Ken-ichi Takao, and Kin-ichi Tadano*

*Department of Applied Chemistry, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan

Abstract

The total synthesis of natural (-)-pramanicin, a highly oxygenated γ-lactam-type antifungal agent, is described. The enantiospecific total synthesis of this natural product commenced with 5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose as an enantiopure starting material.