DNA-Based catalytic enantioselective Michael reactions in water

被引:179
作者
Coquiere, David [1 ]
Feringa, Ben L. [1 ]
Roelfes, Gerard [1 ]
机构
[1] Univ Groningen, Stratingh Inst Chem, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
关键词
asymmetric catalysis; copper; DNA; Michael addition;
D O I
10.1002/anie.200703459
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
High, but not dry: A highly enantioselective Michael reaction in water has been developed by using a simple DNA-based catalyst. Enantioselectivities of up to 99% ee could be obtained by using nitromethane and dimethyl malonate as the nucleophiles and αf,β-unsaturated 2-acylimidazoles as the Michael acceptors. The reactions can be performed on a preparative scale and the catalyst can be recycled. (Chemical Equation Presented). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:9308 / 9311
页数:4
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