HIGH REGIOSELECTIVITY IN THE ALTERNATIVE CLEAVAGE OF TERMINAL EPOXIDES WITH DIFFERENT SOURCES OF NUCLEOPHILIC FLUORIDE

被引：35

作者：

SATTLER, A ^{[1
]}

HAUFE, G ^{[1
]}

机构：

[1] UNIV MUNSTER,INST ORGAN CHEM,D-48149 MUNSTER,GERMANY

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1994年 / 69卷 / 02期

关键词：

TERMINAL EPOXIDES; HYDROFLUORINATION; OLAHS REAGENT; TRIETHYLAMINE TRISHYDROGEN FLUORIDE; POTASSIUM HYDROGEN FLUORIDE; REGIOSELECTIVITY; NMR SPECTROSCOPY; MASS SPECTROMETRY;

D O I：

10.1016/0022-1139(94)03077-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The ring-opening of epoxides derived from esters of 10-undecenoic acid using Olah's reagent yields predominantly the 10-fluoro-11-hydroxy derivatives, while the other regio isomers are obtained predominantly with mixtures of triethylamine trishydrogen fluoride and other amines. The best yields and best regioselectivity far the 11-fluoro-10-hydroxy compound, however, are found in conversion of the epoxide with potassium hydrogen difluoride/18-crown-6 in DMF.

引用

页码：185 / 190

页数：6

共 22 条

[1] REACTIONS OF CYCLOOCTENE COMPOUNDS WITH FLUORINATING AGENTS [J].