Tetrahedron

Sequential deprotection–cyclisation reaction: stereoselective synthesis of azabicyclic β-enamino ester derivatives and (−) indolizidine 209D

T Ponpandian, S Muthusubramanian

Index: Ponpandian, Thanasekaran; Muthusubramanian, Shanmugam Tetrahedron, 2013 , vol. 69, # 2 p. 527 - 536

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Citation Number: 6

Abstract

This paper describes a new strategy for the stereoselective synthesis of pyrrolizidine and indolizidine based enamino esters and their acyl derivatives from l-proline. The key reaction in this process involves deprotection followed by ring closure of cyclic N-Boc amino-β- ketoesters. Also, the synthesis of 5R, 9R-(−)-indolizidine 209D has been accomplished using this protocol.