ELECTRONIC EFFECTS IN PI-FACIALLY STEREOSELECTIVE EPOXIDATION OF PHENYLTRIFLUOROMETHYLPROPENOL

被引：10

作者：

CASHER, O ^{[1
]}

OHAGAN, D ^{[1
]}

ROSENKRANZ, CA ^{[1
]}

RZEPA, HS ^{[1
]}

ZAIDI, NA ^{[1
]}

机构：

[1] UNIV DURHAM,DEPT CHEM,DURHAM DM1 3LE,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 17期

关键词：

D O I：

10.1039/c39930001337

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

AM1, PM3 and ab initio 6-31G* calculations indicate that stereoselective epoxidation of the alkene 3 arises from stereoelectronic control exerted via a CF3-C bond orientated anti to the alkene plane for steric reasons, in contrast to a previously proposed model for epoxidation of allylic fluorides in which the F-C and alkene bonds are oriented syn.

引用

页码：1337 / 1340

页数：4

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