A chiral bidentate phosphoramidite (Me-BIPAM) for Rh-catalyzed asymmetric hydrogenation of α-dehydroamino esters, enamides, and dimethyl itaconate
A chiral bidentate phosphoramidite (Me-BIPAM) for Rh-catalyzed asymmetric hydrogenation of α-dehydroamino esters, enamides, and dimethyl itaconate
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DOI：
10.1016/j.tetlet.2008.12.086
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发表时间：
2009-07-01
影响因子：
1.8
通讯作者：
Miyaura, Norio
中科院分区：
文献类型：
--
作者：
Kurihara, Kazunori;Yamamoto, Yasunori;Miyaura, Norio
Me-BIPAM对α-脱氢氨基酯、烯酰胺和衣康酸二甲酯的对映选择性氢化表现出高性能。[Rh（Me-BIPAM）（diene）]X（diene = cod，nbd; X = BF_4，PF_6，SbF_6）在0.3- 0.8MPa氢气和0.1- 1mol%催化剂负载下得到光学活性的β-芳基α-氨基酯高达99%ee，1-芳基乙胺高达97%ee，2-乙酰氨基丁酸甲酯90%ee和2-甲基琥珀酸二甲酯97%ee。(C)2009爱思唯尔有限公司保留所有权利。
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.