Ruthenium-Catalyzed One-Pot Tandem Isomerization-Transfer Hydrogenation Reactions of γ-Trifluoromethylated Allylic Alcohols and β-Trifluoromethylated Enones

被引：27

作者：

Bizet, Vincent ^{[1
,2
]}

Pannecoucke, Xavier ^{[1
,2
]}

Renaud, Jean-Luc ^{[3
]}

Cahard, Dominique ^{[1
,2
]}

机构：

[1] Univ Mt St Aignan, COBRA, CNRS, UMR 6014, F-76821 Mont St Aignan, France

[2] INSA Rouen, F-76821 Mont St Aignan, France

[3] Univ Caen Basse Normandie, Normandie Univ, CNRS, Lab Chim Mol & Thioorgan,UMR 6507, F-14050 Caen, France

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2013年 / 355卷 / 07期

关键词：

allylic compounds; enones; fluorine; isomerization; ruthenium; COMPLEXES; REDUCTION; FLUORINE; CARBENE; IRIDIUM; CHEMISTRY; SOLVENT; KETONES;

D O I：

10.1002/adsc.201300119

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The ruthenium2-propanol combination was found to transform -trifluoromethylated allylic alcohols and -trifluoromethylated enones into the corresponding saturated alcohols in excellent yields via a one-pot tandem process involving isomerization and transfer hydrogenation(s). High stereospecificity was demonstrated and evidence for two mechanistic pathways is provided. The method was applied to a rapid synthesis of trifluoromethylated citronellol.

引用

页码：1394 / 1402

页数：9

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