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Paper | Regular issue | Vol 60, No. 8, 2003, pp.1833-1841
Published online, 23rd June, 2003
DOI: 10.3987/COM-03-9800
Synthesis of (S)-Vasicol and (S)-3-Hydroxy-2-pyrrolidinone

Pei-Qiang Huang,* Xiao Zheng, and Hua Wei

*Department of Chemistry, Xiamen University, 422 Siming Nanlu, Xiamen, Fujian 361005, China

Abstract

Starting from (S)-malic acid, a flexible approach to (S)-3-hydroxy-2-pyrrolidinone and (S)-1-alkyl-3-hydroxy-2-pyrrolidinones was reported. Using this method, the first total syntheses of (-)-vasicol as well as deaminovasicol were accomplished, which allowed the revision and clarification the confusion about the structure of naturally occurring (-)-vasicol.