Tetrahedron Letters

Palladium asymmetric reduction of β-carboline imines mediated by chiral auxiliaries assisted by microwave irradiation

M Espinoza-Moraga, AG Caceres, LS Santos

Index: Espinoza-Moraga, Marlene; Caceres, Ana Gloria; Santos, Leonardo Silva Tetrahedron Letters, 2009 , vol. 50, # 50 p. 7059 - 7061

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Citation Number: 15

Abstract

An alternative synthetic approach for the introduction of chirality in β-carboline moiety through in situ reduction of N-acyliminium ion intermediates generated from imine 2 and chloroformate of 8-phenylmenthyl as chiral auxiliary was achieved. The method applied microwave-assisted irradiation and used PdCl2/Et3SiH protocol as a mild reducing agent, which decreased reaction times to minutes when compared to the conventional thermal ...