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■ Preparation of (2R,4S)/(2S,4S)-4-Hydroxypipecolinic Acid Derivatives from L-(–)-Malic Acid

Shuqiang Yin, Hiroshi Taneda, Bozhi Li, Dejun Zhou, Daishiro Minato, Kenji Sugimoto, and Yuji Matsuya*

*Graduate School of Medicine and Pharmaceutical Sciences for Research, University of Toyama, Sugitani 2630, Toyama, 930-0194, Japan

Abstract

Synthetically important 4-hydroxypipecolinic acid derivatives were efficiently prepared from commercially available L-(–)-malic acid. The stereochemistries of the derivatives synthesized by our method were determined by coupling constant analyses with key methine protons on C2 and C4.