Ene-type reaction of trifluoroacetaldehyde hemiacetal with ene compounds in the presence of a Lewis acid

被引：21

作者：

Sakumo, K ^{[1
]}

Kuki, N ^{[1
]}

Kuno, T ^{[1
]}

Takagi, T ^{[1
]}

Koyama, M ^{[1
]}

Ando, A ^{[1
]}

Kumadaki, I ^{[1
]}

机构：

[1] Setsunan Univ, Fac Pharmaceut Sci, Hirakata, Osaka 57301, Japan

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1999年 / 93卷 / 02期

关键词：

Lewis acid; trifluoroacetaldehyde; hemiacetal; ene compounds;

D O I：

10.1016/S0022-1139(98)00291-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Reaction of trifluoroacetaldehyde ethyl hemiacetal with ene compounds in the presence of a Lewis acid gives a-trifluoromethylated homoallyl alcohols, the same products as those from the ene reaction of trifluoroacetaldehyde, in moderate to good yields. Boron trifluoride etherate was found to be most effective in this reaction. This method eliminated many difficulties encountered on the ene reaction of trifluoroacetaldehyde, which is a gas at room temperature and polymerizes to insoluble polymer in the presence of a Lewis acid. (C) 1999 Elsevier Science S.A. All rights reserved.

引用

页码：165 / 170

页数：6