ON THE SYNTHESIS OF OPTICALLY PURE MONOFLUOROCYCLOHEXANOL DERIVATIVES BY THE FLUORINATED SULFOXIDE CHIRON ROUTE

被引：6

作者：

ARNONE, A

BRAVO, P

FRIGERIO, M

VIANI, F

CAVICCHIO, G

CRUCIANELLI, M

机构：

[1] POLITECN MILAN,CNR,CTR STUDIO SOSTANZE ORGAN NAT,DIPARTIMENTO CHIM,I-20131 MILAN,ITALY

[2] UNIV LAQUILA,DIPARTIMENTO CHIM INGN CHIM & MAT,I-67010 LAQUILA,ITALY

来源：

TETRAHEDRON | 1994年 / 50卷 / 43期

关键词：

D O I：

10.1016/S0040-4020(01)89545-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Monofluorocyclohexanols 1 are obtained in optically pure form through radical cyclization of gem-chlorofluoroheptenols 2 which derive front the condensation of alpha-lithium derivative of sulfoxide 3 on racemic ethyl chlorofluoroacetate 4, and hydride-promoted reduction of the intermediate ketones 5. Some considerations on the stereochemical course of the radical promoted cyclization reaction follow.

引用

页码：12361 / 12374

页数：14

共 30 条

[1] SYNTHESIS OF OPTICALLY PURE FLUORO-CYCLOHEXANE AND GEM-CHLOROFLUORO-CYCLOHEXANE DERIVATIVES BY INTRAMOLECULAR TRAPPING OF DIHALOALKYL RADICALS [J].