期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 16, 期 25, 页码 7517-7526出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201000063
关键词
asymmetric catalysis; bidentate ligands; enantioselectivity; hydrogenation; phosphoramidites
资金
- German Federal Ministry for Education and Research (BMBF)
New derivatives of the Quinaphos ligands and the related Dihydro-Quinaphos ligands based on the more flexible 1,2,3,4-tetrahydroquinoline backbone have been prepared and fully characterised. A general and straightforward separation protocol was devised, which allowed for the gram-scale isolation of the R-a,S-c, and S-a,R-c, diastereomers. These new phosphine phosphoramidite ligands have been applied in the Rh-catalysed asymmetric hydrogenation of functionalised olefins with the achievement of excellent enantioselectivities (>= 99%) in most cases and turnover frequency (TOF) values of up to >= 20000 h(-1). These results substantiate the practical utility of readily accessible Quinaphostype ligands, which belong to the most active and selective category of ligands for Rh-catalysed hydrogenation known to date.
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