Stereoarrayed CF3-Substituted 1,3-Diols by Dynamic Kinetic Resolution: Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation

被引:76
作者
Cotman, Andrej Emanuel [1 ,2 ]
Cahard, Dominique [3 ]
Mohar, Barbara [1 ]
机构
[1] Natl Inst Chem, Hajdrihova 19, Ljubljana 1000, Slovenia
[2] Univ Ljubljana, Fac Chem & Chem Technol, Ljubljana 61000, Slovenia
[3] Univ & INSA Rouen, UMR CNRS COBRA 6014, 1 Rue Tesniere, F-76821 Mont St Aignan, France
关键词
alcohols; asymmetric catalysis; enantioselectivity; kinetic resolution; ruthenium; ANSA-RUTHENIUM(II) COMPLEXES; ENANTIOSELECTIVE SYNTHESIS; CONJUGATE LIGANDS; CATALYSTS; KETONES; BONDS;
D O I
10.1002/anie.201600812
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
CF3-substituted 1,3-diols were stereoselectively prepared in excellent enantiopurity and high yield from CF3-substituted diketones by using an ansa-ruthenium(II)-catalyzed asymmetric transfer hydrogenation in formic acid/triethylamine. The intermediate mono-reduced alcohol was also obtained in very high enantiopurity by applying milder reaction conditions. In particular, CF3C(O)-substituted benzofused cyclic ketones underwent either a single or a double dynamic kinetic resolution during their reduction.
引用
收藏
页码:5294 / 5298
页数:5
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