Volume 12, Issue 5-6 pp. 464-468
Full Paper

Short step enantioselective synthesis of (−)-swainsonine

T. Punniyamurthy

T. Punniyamurthy

Department of Molecular Chemistry, Graduate School of Science, Kyushu University, Fukuoka, Japan

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Ryo Irie

Ryo Irie

Department of Molecular Chemistry, Graduate School of Science, Kyushu University, Fukuoka, Japan

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Tsutomu Katsuki

Corresponding Author

Tsutomu Katsuki

Department of Molecular Chemistry, Graduate School of Science, Kyushu University, Fukuoka, Japan

Department of Molecular Chemistry, Graduate School of Science, Kyushu University 33, Hakozaki, Higashi-ku, Fukuoka 812-8581, JapanSearch for more papers by this author

Abstract

Recent discovery of asymmetric desymmetrization of meso-heterocycles using (R,R)-(salen)manganese complex 2 as a catalyst allowed easy access to optically active 2,3,4-trisubstituted pyrrolidines. Taking advantage of this new reaction, we could achieve the short-step synthesis of (−)-swainsonine 1. Chirality 12:464–468, 2000. © 2000 Wiley-Liss, Inc.

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