PREPARATION OF PHOSPHONIUM SALT FROM (S)-TRIFLUOROPROPENE OXIDE AND WITTIG TYPE REACTIONS

被引：20

作者：

KUBOTA, T

YAMAMOTO, M

机构：

[1] Department of Materials Science, Ibaraki University, Hitachi, Ibaraki, 316, Nakanarusawa

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 18期

关键词：

(S)-TRIFLUOROPROPENE OXIDE; 1-TRIFLUOROMETHYLATED ALLYLIC ALCOHOLS; PHOSPHONIUM SALT; WITTIG REACTION; STEREOSELECTIVITY;

D O I：

10.1016/S0040-4039(00)92255-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(S)-3,3,3-Trifluoropropene oxide was reacted with triphenylphosphine in the presence of trifluoroacetic acid to afford the corresponding beta-hydroxyalkyl phosphonium salt. Wittig type reaction of aldehydes with the salt under basic condition readily occurred to form optically active alpha-trifluoromethylated allylic alcohols. The transselectivity of these reactions were discussed.

引用

页码：2603 / 2606

页数：4

共 11 条

[1]

BERGELSON LD, 1968, J GEN CHEM USSR, V38, P810

[2]

BIRUM GH, 1967, J CHEM SOC CHEM COMM, P137

[3] MECHANISM OF WITTIG OLEFIN SYNTHESIS [J].