Rh-catalysed asymmetric hydrogenations with a dynamic library of chiral tropos phosphorus-ligands

被引:37
作者
Monti, C
Gennari, C
Piarulli, U
机构
[1] Univ Milan, Dipartimento Chim Organ & Ind, Ctr Eccellenza CISI, CNR,ISTM, I-20133 Milan, Italy
[2] Univ Insubria, Dipartimento Sci Chim & Ambientali, I-22100 Como, Italy
关键词
enantioselective catalysis; asymmetric hydrogenation; rhodium; phosphites; phosphoramidites;
D O I
10.1016/j.tetlet.2004.07.100
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A library of 16 chiral tropos phosphorus-ligands, based on a chiral P-bound alcohol or secondary amine and a flexible (tropos) P-bound biphenol unit, was synthesised. This ligand library allowed the screening of 16 homocombinations and 115 heterocombinations for the rhodium catalysed asymmetric hydrogenation of methyl N-acetamido acrylate. The screening resulted in the identification of a phosphite/phosphoramidite heterocombination, which proved to be extremely effective and enantio selective (100% yield, 94% ee). (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6859 / 6862
页数:4
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