A ONE-POT SYNTHESIS OF ALPHA-(ALKOXYSILYL)ACETIC ESTERS

Authors
ANDREY O LANDAIS Y PLANCHENAULT D
Citation
O. Andrey et al., A ONE-POT SYNTHESIS OF ALPHA-(ALKOXYSILYL)ACETIC ESTERS, Tetrahedron letters, 34(18), 1993, pp. 2927-2930
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
18
Year of publication
1993
Pages
2927 - 2930
Database
ISI
SICI code
0040-4039(1993)34:18<2927:AOSOAE>2.0.ZU;2-G
Abstract
An efficient synthesis of alpha-(alkoxysilyl)acetic esters by Si-H ins ertion of carbenes, generated by rhodium catalyzed decomposition of di azoacetic esters, followed by nucleophilic displacement of Cl by ROH h as been developed. Alkylation of these alpha-silyl carbonyls followed by Tamao oxidation of the C-Si bond allow an easy access to terminal d iols.