A chiral bidentate phosphoramidite (Me-BIPAM) for Rh-catalyzed asymmetric hydrogenation of α-dehydroamino esters, enamides, and dimethyl itaconate

被引：23
作者：
Kurihara, Kazunori [1 ]
Yamamoto, Yasunori [1 ]
Miyaura, Norio [1 ]
机构：
[1] Hokkaido Univ, Div Chem Proc Engn, Grad Sch Engn, Sapporo, Hokkaido 0608628, Japan
来源：
TETRAHEDRON LETTERS | 2009年 / 50卷 / 26期
关键词：
Bidentate phosphoramidite ligand; Rhodium catalyst; Asymmetric hydrogenation; HIGHLY ENANTIOSELECTIVE HYDROGENATION; ARYLBORONIC ACIDS; CONJUGATE ADDITION; PHOSPHORUS LIGANDS; PHOSPHITE LIGANDS; MONODENTATE; 1,4-ADDITION; ENONES; COMPLEXES; OLEFINS;
D O I：
10.1016/j.tetlet.2008.12.086
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
High performance of Me-BIPAM for enantioselective hydrogenation of alpha-dehydroamino esters, enamides, and dimethyl itaconate was demonstrated. [Rh(Me-BIPAM)(diene)]X (diene = cod, nbd; X = BF4, PF6, SbF6) gave optically active beta-aryl alpha-amino esters up to 99% ee, 1-arylethylamines up to 97% ee, methyl 2-acetylaminobutanoate with 90% ee, and dimethyl 2-methylsuccinate with 97% ee under 0.3-0.8 MPa dihydrogen with 0.1-1 mol% catalyst loading. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3158 / 3160
页数：3
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