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

被引：94

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

页码：5762 / 5765

页数：4

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