Tetrahedron

Weinreb amide based synthetic equivalents for convenient access to 4-aryl-1, 2, 3, 4-tetrahydroisoquinolines

H Kommidi, S Balasubramaniam, IS Aidhen

Index: Kommidi, Harikrishna; Balasubramaniam, Sivaraman; Aidhen, Indrapal Singh Tetrahedron, 2010 , vol. 66, # 21 p. 3723 - 3729

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Citation Number: 8

Abstract

New synthetic equivalents, N-methoxy-N-methyl-N′-phenylsulfonyl glycinamide and N- methoxy-N-methyl-N′-benzyl-N′-tert-butyloxy carbonyl glycinamide based on WA functionality were developed for the convenient synthesis of 4-aryl-1, 2, 3, 4- tetrahydroisoquinoline framework. Two simple reactions, N-benzylation and addition of arylmagnesium halide on the WA functionality of the former afforded the key intermediate ...