Synthesis of α-CF3-Substituted Carbonyl Compounds with Relative and Absolute Stereocontrol Using Electrophilic CF3-Transfer Reagents

被引：93
作者：
Matousek, Vaclav [1 ]
Togni, Antonio [1 ]
Bizet, Vincent [2 ,3 ]
Cahard, Dominique [2 ,3 ]
机构：
[1] ETH, Dept Chem & Appl Biosci, Swiss Fed Inst Technol, CH-8093 Zurich, Switzerland
[2] Univ Rouen, CNRS, UMR 6014, COBRA, F-76130 Mont St Aignan, France
[3] INSA Rouen, CNRS, UMR 6014, COBRA, F-76130 Mont St Aignan, France
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 21期
关键词：
ENANTIOSELECTIVE ALPHA-TRIFLUOROMETHYLATION; DIASTEREOSELECTIVE TRIFLUOROMETHYLATION; DIARYLIODONIUM SALTS; MEDICINAL CHEMISTRY; DERIVATIVES; FLUORINE; ETHERS; ORGANOCATALYSIS; TRIETHYLBORANE; REACTIVITY;
D O I：
10.1021/ol2023328
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Evans-type chiral lithium imide enolates undergo diastereoselective alpha-trifluoromethylation with a hypervalent Iodine-CF3 reagent with up to 91% combined Isolated yield and 97:3 dr. The resulting isolated dlastereopure products can be further transformed into valuable products without racemization.
引用
收藏
页码：5762 / 5765
页数：4
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