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

Authors
WILLIAMS JM JOBSON RB YASUDA N MARCHESINI G DOLLING UH GRABOWSKI EJJ
Citation
Jm. Williams et al., A NEW GENERAL-METHOD FOR PREPARATION OF N-METHOXY-N-METHYLAMIDES - APPLICATION IN DIRECT CONVERSION OF AN ESTER TO A KETONE, Tetrahedron letters, 36(31), 1995, pp. 5461-5464
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
31
Year of publication
1995
Pages
5461 - 5464
Database
ISI
SICI code
0040-4039(1995)36:31<5461:ANGFPO>2.0.ZU;2-E
Abstract
The reaction of an ester with N,O-dimethylhydroxylamine and a suitable organomagnesium reagent or lithium amide base provides a general meth od for the preparation of N-methoxy-N-methylamides. Application in the direct conversion of a highly hindered ester to a ketone, the azaster oid 5 alpha-reductase inhibitor MK-0434, is described.