Synthesis and evaluation of a broad range of new chiral phosphine-carbene ligands for asymmetric hydrogenation

被引:9
作者
Passays, Johan [1 ,2 ,3 ]
Ayad, Tahar [4 ]
Ratovelomanana-Vidal, Virginie [4 ]
Gaumont, Annie-Claude [5 ,6 ]
Jubault, Philippe [1 ,2 ,3 ]
Leclerc, Eric [1 ,2 ,3 ]
机构
[1] INSA Rouen, F-76821 Mont St Aignan, France
[2] Univ Rouen, CNRS, UMR 6014, COBRA, F-76821 Mont St Aignan, France
[3] Univ Rouen, FR 3038, IRCOF, F-76821 Mont St Aignan, France
[4] Chim Paristech, Lab Charles Friedel, Ecole Natl Super Chim Paris, CNRS,UMR 7223, F-75231 Paris 05, France
[5] ENSICAEN, Lab Chim Mol & Thioorgan, CNRS, UMR 6507,INC3M,FR 3038, F-14050 Caen, France
[6] Univ Caen, F-14050 Caen, France
关键词
N-HETEROCYCLIC CARBENES; SUBSTITUTED BETA-AMIDOPHOSPHINES; PALLADIUM COMPLEXES; ENANTIOSELECTIVE HYDROGENATION; OLEFIN METATHESIS; IMIDAZOLIUM SALTS; NHC LIGANDS; CATALYSTS; CHEMISTRY; HYDROSILYLATION;
D O I
10.1016/j.tetasy.2011.02.017
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A straightforward and gram scale synthesis (six-step synthesis from enantioenriched beta-hydroxy esters) of new structurally simple phosphine-carbene ligands bearing a single stereogenic centre has been achieved. Enantioselectivities of up to 60-63% could be achieved in the hydrogenation of methylstilbene and dehydroaminoacids when the reactions were performed under 20-50 bar hydrogen pressure. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:562 / 574
页数:13
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