Tetrahedron Letters

Regioselective cationic reduction of 2-aryl-1-N-(ethoxycarbonyl) enamines to 2-arylethylamine carbamates

MN Masuno, TF Molinski

Index: Masuno, Makoto N; Molinski, Tadeusz F Tetrahedron Letters, 2001 , vol. 42, # 47 p. 8263 - 8266

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Citation Number: 17

Abstract

2-Aryl-1-N-carboalkoxyenamines (enamides) are selectively reduced to the corresponding 2- arylethylamine carbamates by Et3SiH in the presence of CF3COOH in excellent yields. The reduction proceeds by addition of hydride at C-1 and the rate-limiting step involves proton transfer from CF3COOH. This reduction is useful for preparation of isotopically labeled arylethylamines.