Synthesis of the first water-soluble chiral tetrahydroxy diphosphine Rh(I) catalyst for enantioselective hydrogenation

被引:55
作者
Holz, J
Heller, D
Stürmer, R
Börner, A
机构
[1] Univ Rostock, Inst Organ Katalyseforsch, D-18055 Rostock, Germany
[2] BASF Aktiengesell, Hauptlab ZHFD, Feinchemikalien, D-67056 Ludwigshafen, Germany
关键词
asymmetric synthesis; hydrogenation; phosphines; rhodium; rhodium compounds;
D O I
10.1016/S0040-4039(99)01458-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the first chiral polyhydroxy diphosphine-Rh(I) catalyst for asymmetric hydrogenation is described. Based on a simple synthetic pathway starting from D-mannitol the new metal complex is constructed. A special feature of the approach is the protection of the air-sensitive phosphine groups by the catalytically active metal in the final synthetic steps. Therefore, tedious P-protection-deprotection procedures could be advantageously avoided. The new water-soluble catalyst hydrogenates functionalized olefins by up to 99.6% ee in water as solvent. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7059 / 7062
页数:4
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