ASYMMETRIC-SYNTHESIS OF GEM-CHLOROFLUOROCYCLOPENTANE DERIVATIVES BY INTRAMOLECULAR TRAPPING OF DIHALOALKYL RADICALS

被引：2

作者：

ARNONE, A ^{[1
]}

BRAVO, P ^{[1
]}

CAVICCHIO, G ^{[1
]}

FRIGERIO, M ^{[1
]}

VIANI, F ^{[1
]}

机构：

[1] POLITECN MILAN,DIPARTIMENTO CHIM,CNR,CTR STUDIO SOSTANZE ORGAN NAT,PIAZZA LEONARDO DA VINCI 32,I-20133 MILAN,ITALY

来源：

TETRAHEDRON | 1993年 / 49卷 / 31期

关键词：

D O I：

10.1016/S0040-4020(01)80430-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Radical promoted cyclization of enantiomerically pure substituted 1,1-dichloro-1-fluoro-3-[(4-methylphenyl)sulfinyl]hex-5-en-2-ols (6) afforded the title compounds 12 in good overall yields. The regio and stereochemical outcome of the cyclizations are explained by considering the respective transition states. The structure and configuration of the products were elucidated with the aid of H-1, C-13 and F-19 NMR spectra and H-1-{H-1} and H-1-{F-19} NOE difference experiments.

引用

页码：6873 / 6884

页数：12

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