REGIOSELECTIVE AND STEREOSELECTIVE SYNTHESIS OF GEM-DIFLUOROCYCLOPROPANES USING 4-BROMO-4,4-DIFLUOROCROTONATE

被引：26

作者：

TAGUCHI, T

SASAKI, H

SHIBUYA, A

MORIKAWA, T

机构：

[1] Tokyo College of Pharmacy, Hachioji, Tokyo, 192-03

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 06期

关键词：

DIFLUOROCYCLOPROPANE; BROMODIFLUOROCROTONATE; MICHAEL ADDITION; TRIETHYLBORANE;

D O I：

10.1016/S0040-4039(00)75998-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regio- and stereoselective formation of the functionalized gem-difluorocyclopropane derivative was achieved through the Michael addition of lithium enolate of ester or amide with 4-bromo-4,4-difluorocrotonate I followed by the triethylborane-O-2 mediated intramolecular substitution reaction.

引用

页码：913 / 916

页数：4

共 28 条

[1]

DEVOS MJ, 1979, TETRAHEDRON LETT, P1891

[2]

Filler R., 1982, BIOMEDICAL ASPECTS F

[3] DIASTEREOSELECTIVE TRIFLUOROMETHYLATION OF CHIRAL IMIDE ENOLATES WITH IODOTRIFLUOROMETHANE MEDIATED BY TRIETHYLBORANE [J].