Tetrahedron Letters

An expedient conversion of α-amino acids into Weinreb amides using COMU® as a coupling agent

E Tyrrell, P Brawn, M Carew, I Greenwood

Index: Tyrrell, Elizabeth; Brawn, Peter; Carew, Mark; Greenwood, Iain Tetrahedron Letters, 2011 , vol. 52, # 3 p. 369 - 372

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Citation Number: 14

Abstract

The use of COMU®, as a non-hazardous partner, in the coupling of N-protected α-amino acids to N-methoxy-N-methylamine to afford the corresponding Weinreb amides is discussed. From a practical point of view the reaction can be monitored visually by virtue of the colour change associated with the conversion of substrates (yellow) into the products (orange). As the by-products of the reaction are conveniently water-soluble the products ...