Diastereoselective Synthesis of (2 S, 5 R)-5-Hydroxypipecolic Acid and 6-Substituted Derivatives

…, FJ Dommerholt, R de Gelder, QB Broxterman…

Index: Botman, Peter N. M.; Dommerholt, F. Jan; De Gelder, Rene; Broxterman, Quirinus B.; Schoemaker, Hans E.; Rutjes, Floris P. J. T.; Blaauw, Richard H. Organic Letters, 2004 , vol. 6, # 26 p. 4941 - 4944

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Citation Number: 41

Abstract

Herein, we report a diastereoselective synthesis of the natural product (2 S, 5 R)-5- hydroxypipecolic acid and 6-substituted derivatives thereof. The key step in the synthetic sequence is a novel highly diastereoselective epoxidation reaction of an enantiomerically pure cyclic enamide intermediate.