Synthesis

Short syntheses of (-)-(R)-pyrrolam A and (1S)-1-hydroxyindolizidin-3-one

R Schobert, A Wicklein

Index: Schobert, Rainer; Wicklein, Andre Synthesis, 2007 , # 10 p. 1499 - 1502

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Citation Number: 13

Abstract

Abstract (-)-(R)-Pyrrolam A was prepared in five steps, 95% ee and 25% yield, from (R)- benzyl prolinate. Closure of the pyrrolidine ring was effected by a domino addition-Wittig alkenation reaction with ylide Ph 3 PCCO, immobilized on a polystyrene resin. An indolizidinone was obtained likewise from (R)-benzyl pipecolate. The reduction of 1- ketopyrrolizidinones and 1-ketoindolizidinones is described.