Diastereoselective synthesis of anti-3-hydroxy-2-trifluoromethyl carboxylic acids

被引:12
|
作者
Ramachandran, P. Veeraraghavan [1 ]
Otoo, Barnabas [1 ]
Chanda, Prem B. [1 ]
机构
[1] Purdue Univ, Dept Chem, Herbert C Brown Ctr Borane Res, W Lafayette, IN 47907 USA
关键词
Aldol reaction; Diastereoselective; Trifluoromethyl; 3,3,3-Trifluoropropanoic acid; B-Chlorodicyclohexylborane; BETA-LACTONES; ENOLBORATION; TRIFLUOROMETHYLATION; ALDOLIZATION; TEMPERATURE; REAGENT; SOLVENT;
D O I
10.1016/j.tetlet.2014.12.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Unlike the hydrocarbon analogs, this first report of enolboration-aldolization of 3,3,3-trifluoropropanoic acid provides essentially pure anti-diastereomers of alpha-trifluoromethyl-beta-hydroxy carboxylic acids in 77-90% yields. (C) 2015 Published by Elsevier Ltd.
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页码:3019 / 3022
页数:4
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