Highly enantioselective organocatalytic conjugate addition of malonates to acyclic α,β-unsaturated enones

被引:238
作者
Halland, N [1 ]
Aburel, PS [1 ]
Jorgensen, KA [1 ]
机构
[1] Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark
关键词
asymmetric catalysis; enones; ketoesters; malonates; tetrahydroquinolines;
D O I
10.1002/anie.200390182
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An imidazolidine easily prepared from phenylalanine is the catalyst for the highly enantioselective Michael addition shown. A great diversity of α,β-unsaturated enones was transformed with excellent enantioselectivities. The scope of the reaction is further demonstrated by the synthesis of two optically active compounds, a δ-ketoester and a tetrahydroquinoline (see scheme).
引用
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页码:661 / 665
页数:5
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