Development of practical rhodium phosphine catalysts for the hydrogenation of β-dehydroamino acid derivatives

被引:35
作者
Enthaler, Stephan
Erre, Giulia
Junge, Kathrin
Holz, Jens
Boerner, Armin
Alberico, Elisabetta
Nieddu, Ilenia
Gladiali, Serafino
Beller, Matthias
机构
[1] Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany
[2] Univ Rostock, Inst Chem, D-18059 Rostock, Germany
[3] CNR, Ist Chim Biomol, I-07040 Sassari, Italy
[4] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy
关键词
D O I
10.1021/op0602270
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The rhodium-catalyzed asymmetric hydrogenation of various, beta-dehydroamino acid derivatives to give optically active,beta-amino acids has been examined. Chiral monodentate 4,5-dihydro-3H-dinaphthophosphepines, which are easily tuned and accessible in a multi-10-g scale, have been used as ligands. The enantioselectivity is largely dependent on the nature of the substituent at the phosphorous atom and on the structure of the substrate. Applying optimized conditions up to 94% ee was achieved.
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页码:568 / 577
页数:10
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