Tetrahedron letters

Reductive N-alkylation of amides, carbamates and ureas

D Dubé, AA Scholte

Index: Dube, Daniel; Scholte, Andrew A. Tetrahedron Letters, 1999 , vol. 40, # 12 p. 2295 - 2298

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Citation Number: 74

Abstract

A one pot selective mono N-alkylation of primary amides, thioamides, carbamates and ureas has been developed using aromatic and aliphatic aldehydes as alkylating agents and rifluoroacetic acid triethylsilane as reagents. Application to an efficient synthesis of a primary amine from the corresponding aldehyde via the carbamate intermediate is presented.

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