Tetrahedron letters

A new general method for preparation of N-methoxy-N-methylamides. Application in direct conversion of an ester to a ketone

…, N Yasuda, G Marchesini, UH Dolling, EJJ Grabowski

Index: Williams, J. Michael; Jobson, Ronald B.; Yasuda, Nobuyoshi; Marchesini, George; Dolling, Ulf-H.; Grabowski, Edward J. J. Tetrahedron Letters, 1995 , vol. 36, # 31 p. 5461 - 5464

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Citation Number: 275

Abstract

The reaction of an ester with N, O-dimethylhydroxylamine and a suitable organomagnesium reagent or lithium amide base provides a general method for the preparation of N-methoxy- N-methylamides. Application in the direct conversion of a highly hindered ester to a ketone, the azasteroid 5α-reductase inhibitor MK-0434, is described.