BETA-ALKOXYALKYLPHOSPHANES AND BETA-HYDROXYALKYLPHOSPHANES AS LIGANDS IN THE STEREOSELECTIVE HYDROGENATION - A COMPARISON

被引：32

作者：

BORNER, A ^{[1
]}

KLESS, A ^{[1
]}

KEMPE, R ^{[1
]}

HELLER, D ^{[1
]}

HOLZ, J ^{[1
]}

BAUMANN, W ^{[1
]}

机构：

[1] UNIV ROSTOCK,ARBEITSGRP KOMPLEXKATALYSE,D-18055 ROSTOCK,GERMANY

来源：

CHEMISCHE BERICHTE | 1995年 / 128卷 / 08期

关键词：

ETHER PHOSPHANES; HYDROXYALKYLPHOSPHANES; RHODIUM; ASYMMETRIC HYDROGENATION;

D O I：

10.1002/cber.19951280805

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Optically pure 1,4-bis(diphenylphosphanyl)-2-hydroxy-butane (2) and its methyl ether 1 can be conveniently prepared by starting from chiral pool substances such as malic or L-ascorbic acid. Different pathways to these compounds were elucidated. In one case an interesting migration of an acetalic OH-protective group was observed. The reaction of the bisphosphanes with Rh-I or Pd-II gave uniform metal complexes. On the basis of X-ray structural analysis, NMR and IR data it was concluded that in the investigated precatalysts of the type [Rh(COD)(bisphosphane)]BF4 a coordination of the alkoxy or hydroxy oxygen to the metal does not take place. Nevertheless, significant differences in enantioselectivity and activity could be observed when several prochiral substrates were hydrogenated.

引用

页码：767 / 773

页数：7

共 24 条

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