胡向平.苯乙胺衍生的手性膦-亚磷酰胺酯配体在Rh-催化a-烯醇酯膦酸酯的不对称氢化反应中的应用[J].分子催化,2012,(6):487-492 |
苯乙胺衍生的手性膦-亚磷酰胺酯配体在Rh-催化a-烯醇酯膦酸酯的不对称氢化反应中的应用 |
Rh-Catalyzed Asymmetric Hydrogenation of a-Enol Ester Phosphonates with 1-Phenylethylamine-Derived Phosphine-Phosphoramidite Ligands |
投稿时间:2012-11-08 修订日期:2012-12-01 |
DOI: |
中文关键词: 不对称催化 铑 膦-亚磷酰胺酯配体 a-烯醇酯膦酸酯 氢化 |
英文关键词:asymmetric catalysis rhodium phosphine-phosphoramidite ligand a-enol ester phosphonate hydrogenation |
基金项目:The National Natural Science Foundation of China (General Program, Key Program, Major Research Plan) |
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中文摘要: |
将苯乙胺衍生的手性膦-亚磷酰胺酯配体应用在Rh-催化a-烯醇酯膦酸酯的不对称氢化反应中,考察了配体结构及反应条件对反应结果的影响,并在优化的条件下研究了各种底物的适用范围,产物的对映选择性最高>99% ee. |
英文摘要: |
A series of phosphine-phosphoramidite ligands derived from commercially available, inexpensive chiral 1-phenylethylamine were employed in the Rh-catalyzed asymmetric hydrogenation of various a-enol ester phosphonates. The results indicated that the ligand (Sc,Sa)-2b bearing a Me-group on amino moiety exhibited similar enantioselectivity but superior catalytic activity to (Rc,Ra)-THNAPhos. Excellent enantioselectivities (up to >99% ee) and high catalytic activity (S/C up to 5000) have been achieved in the hydrogenation of various b-alkyl and b-aryl substituted substrates, demonstrating the high potential of this phosphine-phosphoramidite ligand in the preparation of optically active a-hydroxyphosphonates |
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