ALPHA-REGIOSELECTIVE CARBONYL ALLYLATION BY AN ALLYLIC TIN COMPOUND PREPARED FROM 1-BROMOBUT-2-ENE AND TIN(II) BROMIDE AT A NONPOLAR ORGANIC-AQUEOUS INTERFACE

Citation
Y. Masuyama et al., ALPHA-REGIOSELECTIVE CARBONYL ALLYLATION BY AN ALLYLIC TIN COMPOUND PREPARED FROM 1-BROMOBUT-2-ENE AND TIN(II) BROMIDE AT A NONPOLAR ORGANIC-AQUEOUS INTERFACE, Journal of the Chemical Society, Chemical Communications, (14), 1995, pp. 1405-1406
Citations number
10
Categorie Soggetti
Chemistry
ISSN journal
00224936
Issue
14
Year of publication
1995
Pages
1405 - 1406
Database
ISI
SICI code
0022-4936(1995):14<1405:ACABAA>2.0.ZU;2-Z
Abstract
1-Bromobut-2-ene on a dichloromethane-water biphasic system at 25 degr ees C causes alpha-regioselective addition to aldehydes with SnBr2 to produce 1-substituted pent-3-en-1-ols, and causes gamma-regioselective addition to aldehydes with SnBr2-Bu(4)NBr to produce 1-substituted 2- methylbut-3-en-1-ols.