Preparation of pyridinyl aryl methanol hydrogenation of ketones using chiral derivatives by enantioselective Ru(diphosphine)(diamine) complexes.: Attribution of their absolute configuration by 1H NMR spectroscopy using Mosher's reagent

被引:22
作者
Maerten, Eddy [1 ,2 ]
Agbossou-Niedercorn, Francine [1 ]
Castanet, Yves [1 ]
Mortreux, Andre [1 ]
机构
[1] Univ Lille 1, ENSCL, CNRS, Unite Catalyse & Chim Solide,UMR 8181, F-59652 Villeneuve Dascq, France
[2] Univ Toulouse 3, CNRS, Lab Heterochim Fondamentale & Appl, UMR 5069, F-31062 Toulouse 9, France
关键词
ruthenium catalysts; enantioselective hydrogenation; pyridinyl aryl methanol; Mosher's ester;
D O I
10.1016/j.tet.2008.06.104
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ruthenium-diamine-diphosphine complexes provide highly efficient catalysts for enantioselective hydrogenation of a series of pyridinyl aryl ketones. The hydrogenation proceeds under mild conditions providing chiral pyridinyl aryl methanol derivatives with consistently high yields and moderate to excellent enantioselectivities (up to 99% ee) according to the structure of the chiral diphosphine. NMR studies, based on Mosher's ester derivatisation, allowed to determine the configuration of the major alcohol obtained during asymmetric hydrogenation. (c) 2008 Elsevier Ltd. All rights reserved.
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页码:8700 / 8708
页数:9
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