RADICAL ALLYLATION OF ALPHA-SILYLACETIC ESTERS

Citation
Y. Landais et D. Planchenault, RADICAL ALLYLATION OF ALPHA-SILYLACETIC ESTERS, Tetrahedron, 51(44), 1995, pp. 12097-12108
Citations number
51
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
51
Issue
44
Year of publication
1995
Pages
12097 - 12108
Database
ISI
SICI code
0040-4020(1995)51:44<12097:RAOAE>2.0.ZU;2-1
Abstract
Allylation of the radical generated from alpha-silyl-alpha-phenylselen oacetic esters with various allyltributyltin substrates led to good yi elds of the corresponding homoallylsilanes. A study on the nature of t he radical thus generated was performed using comparative allylation r ates with electronically different allyltributyltin compounds. Finally , these homoallylsilanes were converted into the corresponding homoall ylic-1,2-diols after reduction of the eater function and oxidation of the C-Si bond.