SYNTHESIS OF OPTICALLY PURE FLUORO-CYCLOHEXANE AND GEM-CHLOROFLUORO-CYCLOHEXANE DERIVATIVES BY INTRAMOLECULAR TRAPPING OF DIHALOALKYL RADICALS

被引:7
作者
ARNONE, A [1 ]
BRAVO, P [1 ]
CAVICCHIO, G [1 ]
FRIGERIO, M [1 ]
VIANI, F [1 ]
机构
[1] CNR,CTR STUDIO SOSTANZE ORGAN NAT,POLITECN,DIPARTIMENTO CHIM,I-20133 MILAN,ITALY
关键词
ASYMMETRIC SYNTHESIS; FLUOROCYCLOHEXANOLS; CHLOROFLUOROCYCLOHEXANOLS; CHLOROFLUOROALKYL RADICALS;
D O I
10.1016/S0957-4166(00)82303-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
gem-Chlorofluorocyclohexanols 8 bearing a methyl and a p-tolylsulphinyl substituent have been obtained in optically pure form by radical cyclization of the corresponding halo-alkenes 4. Reductive dechlorination of both (6R)- and (6S)-8 gave fluoroderivative (6R)-9, which through functional group elaborations gave the hydroxyfluoro- and trihydroxyfluoro-cyclohexane derivatives 12 and 15.
引用
收藏
页码:9 / 12
页数:4
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