Three step synthesis of single diastereoisomers of the vicinal trifluoro motif

被引：11
作者：
Brunet, Vincent A.
Slawin, Alexandra M. Z.
O'Hagan, David [1 ]
机构：
[1] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 5卷
关键词：
C-F bond; organo-fluorine chemistry; stereospecific fluorination; vicinal trifluoro motif; KINETIC RESOLUTION; HYDROGEN-FLUORIDE; FLUORINATION; CHEMISTRY; EPOXIDES; BOND;
D O I：
10.3762/bjoc.5.61
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A three step route to single diastereoisomers of the vicinal trifluoromethyl motif is described. The route starts from either syn- or anti-alpha,beta-epoxy alcohols and takes a direct approach in that each of the three steps introduces a fluorine atom in a regio- and stereospecific manner. Starting from either the syn- or the anti-alpha,beta-epoxy alcohol, stereospecific reactions generate two separate diastereoisomeric series of this motif. The route is a significant improvement on an earlier six step strategy.
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页数：9
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