A ONE-POT PREPARATION OF ALLYLSILANES AND (Z)-ALK-2-ENYLSILANES

Authors
DESPONDS O FRANZINI L SCHLOSSER M
Citation
O. Desponds et al., A ONE-POT PREPARATION OF ALLYLSILANES AND (Z)-ALK-2-ENYLSILANES, Synthesis, (2), 1997, pp. 150
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
2
Year of publication
1997
Database
ISI
SICI code
0039-7881(1997):2<150:AOPOAA>2.0.ZU;2-J
Abstract
Metalation of alk-1-enes, using the mixture of butyllithium and potass ium tert-butoxide in tetrahydropyran, followed by stereo-homogenizatio n and ultimate treatment with chlorotrimethylsilane afforded a series of alk-2-enyltrimethylsilanes in good yield and with (Z/E) ratios rang ing from 95:5 to 98:2. The deprotonation of propene can be rapidly and readily accomplished with a stoichiometric amount of the superbase su spended in pentane on a 1 mol scale.