Organic letters

Decarboxylative radical azidation using MPDOC and MMDOC esters

E Nyfeler, P Renaud

Index: Nyfeler, Erich; Renaud, Philippe Organic Letters, 2008 , vol. 10, # 5 p. 985 - 988

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Citation Number: 28

Abstract

An efficient radical-mediated decarboxylative azidation of aliphatic carboxylic acids has been developed. The success of this transformation hinges on the use of a new type of thiohydroxamate esters (MPDOC esters). These esters are more stable than the classical Barton esters and less prone to rearrange under radical conditions. In the case of α-alkoxy and α-amino acids, optimal results are obtained with the even more stable MMDOC esters ...