A NEW GENERAL-METHOD FOR PREPARATION OF N-METHOXY-N-METHYLAMIDES - APPLICATION IN DIRECT CONVERSION OF AN ESTER TO A KETONE

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 5 alpha-reductas...

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Bibliographic Details
Published inTetrahedron letters Vol. 36; no. 31; pp. 5461 - 5464
Main Authors WILLIAMS, JM, JOBSON, RB, YASUDA, N, MARCHESINI, G, DOLLING, UH, GRABOWSKI, EJJ
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 31.07.1995
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
5-ALPHA-REDUCTASE
AZASTEROIDS
REAGENTS
DISPLACEMENTS
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Summary: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 5 alpha-reductase inhibitor MK-0434, is described.
ISSN:0040-4039
DOI:10.1016/00404-0399(50)1089Z-