Synthesis of a new insoluble polymer-supported chiral alcohol auxiliary and its first application to nucleophilic addition to ketenes

…, N Mai, M Rolland, J Martinez

Index: Calmes, Monique; Escale, Francoise; Glot, Christele; Rolland, Marc; Martinez, Jean European Journal of Organic Chemistry, 2000 , # 13 p. 2459 - 2466

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Citation Number: 33

Abstract

The preparation of a new optically active alcohol with a carboxylic function that allowed its attachment to an amine-functionalized insoluble polymer is described. Its first use as a polymer supported chiral auxiliary is demonstrated by asymmetric transformation of two racemic aryl propionic acids via ketene formation (95-96% ee).