Tetrahedron letters

Preparation of amides from acids and resin bound azides: Suppression of intramolecular lactam formation

Z Tang, JC Pelletier

Index: Tang, Zhilian; Pelletier, Jeffrey C. Tetrahedron Letters, 1998 , vol. 39, # 27 p. 4773 - 4776

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Citation Number: 33

Abstract

A new method for the formation of amides on solid phase has been developed. The procedure involves the reaction between activated acids in solution and resin bound iminophosphoranes generated from the corresponding azides and tributylphosphine. The method is particularly attractive when starting from δ azido acids since amides can form without internal cyclization to the lactam.