Enantioselective synthesis of α-aminophosphonic acid derivatives by hydrogenation

被引：0

作者：

Schmidt, U ^{[1
]}

Krause, HW ^{[1
]}

Oehme, G ^{[1
]}

Michalik, M ^{[1
]}

Fischer, C ^{[1
]}

机构：

[1] Univ Rostock EV, Inst Organ Katalyseforsch, Rostock, Germany

来源：

CHIRALITY | 1998年 / 10卷 / 07期

关键词：

asymmetric hydrogenation; aminophosphine phosphinites; rhodium complexes; dehydro aminophosphonic acids; NMR;

D O I：

10.1002/(SICI)1520-636X(1998)10:7<564::AID-CHIR3>3.0.CO;2-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Chiral alpha-aminophosphonic acid derivatives are efficiently synthesized by asymmetric hydrogenation of the prochiral N-acyl-alpha,beta-dehydroaminophosphonates. PROPRAPHOS-Rh-catalysts from readily available (S)- and (R)-Propranolol proved to be suitable in the homogenous reaction affording an enantiomeric excess of 87-92% with high rate. The aminophosphonic acid derivatives and precursors were fully characterized by H-1, C-13, and P-31 NMR spectroscopy. (C) 1998 Wiley-Liss, Inc.

引用

页码：564 / 572

页数：9

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