Tetrahedron

The direct conversion of carbamates to ureas using aluminum amides

SH Lee, H Matsushita, B Clapham, KD Janda

Index: Lee, Sang-Hyuep; Matsushita, Hana; Clapham, Bruce; Janda, Kim D. Tetrahedron, 2004 , vol. 60, # 15 p. 3439 - 3443

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Citation Number: 32

Abstract

The conversion of carbamates into ureas using aluminum amide complexes is reported. This reaction is a convenient method to prepare bi-, tri-and tetra-substituted ureas from carbamate-protected primary or secondary amines by reaction with primary or secondary amines in the presence of stoichometric quantities of trimethylaluminum. A reactivity trend of the various carbamates was observed and methyl and benzyl carbamates were reacted ...