Synthesis and intramolecular aldol reactions of 1,6-and 1,7-bis(acylsilanes)

Authors
Bouillon, JP Portella, C
Citation
Jp. Bouillon et C. Portella, Synthesis and intramolecular aldol reactions of 1,6-and 1,7-bis(acylsilanes), EUR J ORG C, (7), 1999, pp. 1571-1580
Citations number
70
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
7
Year of publication
1999
Pages
1571 - 1580
Database
ISI
SICI code
1434-193X(199907):7<1571:SAIARO>2.0.ZU;2-9
Abstract
A series of 1,6- and 1,7-bis(acylsilanes) have been prepared using a strate gy of substitution of dihalo derivatives with a synthetic equivalent of the trialkylsilylcarbonyl anion. These bis(acylsilanes) could easily be conver ted, under Lewis acid activation, into cis-beta-hydroxyacylsilanes or the c orresponding alpha,beta-unsaturated derivatives, by means of a completely s tereoselective intramolecular aldol reaction.