Tetrahedron letters

Efficient method for preparation of N-methoxy-N-methyl amides by reaction of lactones or esters with Me 2 AlCl MeONHMe· HCl

T Shimizu, K Osako, T Nakata

Index: Shimizu, Takeshi; Osako, Katsuhisa; Nakata, Tadashi Tetrahedron Letters, 1997 , vol. 38, # 15 p. 2685 - 2688

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Citation Number: 111

Abstract

N-Methoxy-N-methyl amides (Weinreb amides) are very useful intermediates in organic synthesis since they react efficiently with organometallics and hydrides to produce the ketones and the aldehydes, respectively, l The N-methoxy-N-methyl amides have been generally prepared by condensation of carboxylic acids and N, O-dimethylhydroxylamine hydrochloride in the presence of a coupling reagent such as DEPC or py.BOP, or by treatment of lactones, esters or ...