Enantiospecific total synthesis of (-)-swainsonine: new applications of sodium borohydride reduction

H Setoi, H Takeno, M Hashimoto

Index: Setoi, Hiroyuki; Takeno, Hidekazu; Hashimoto, Masashi Journal of Organic Chemistry, 1985 ,  vol. 50,  # 20  p. 3948 - 3950

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Citation Number: 60

Abstract

Summary: A short, enantiospecific synthesis of (-)-swainsonine (1) from D-mannose has been achieved by a route involving, as a key step, a double cyclization of 4c. The synthesis takes advantage of new features of sodium borohydride for reducing conjugated esters and lactams.