J. Eisch, Zhi Rong Liu, Xin Ma
Sep 1, 1992
Citations
0
Influential Citations
35
Citations
Journal
Journal of Organic Chemistry
Abstract
The regioselectivity in cleaving the epoxide of a typical terminal olefin to isomeric halohydrins by various metal halides (MX n ) was investigated. 1,2-Epoxydecane (2a), was subjected to cleavage by LiCl, LiI, Mg(TMP)Br, AlCl 3 , AlBr 3 , AlI 3 , i-BuAlCl 2 , i-Bu 2 AlCl, TiCl 4 , TiBr 4 , and Ti(NEt 2 )Br 2 in donor and nondonor media with various mixing and temperature conditions and the yield and the ratio of the 1-halo-2-decanol (3a) and 2-halo-1-decanol (4a), obtained upon hydrolysis, were determined