Asymmetric intramolecular crossed-benzoin reactions by N-heterocyclic carbene catalysis

被引:248
|
作者
Enders, D [1 ]
Niemeier, O [1 ]
Balensiefer, T [1 ]
机构
[1] RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
关键词
asymmetric synthesis; benzoin reaction; heterocycles; homogeneous catalysis; N-heterocyclic carbenes;
D O I
10.1002/anie.200503885
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Getting cross: Excellent asymmetric inductions and very good yields are achieved in the generation of a quaternary stereocenter in α-hydroxy-substituted tetralones by using chiral N-heterocyclic carbene catalysts in an enantioselective intramolecular crossed-benzoin reaction. The synthesis of the corresponding α-hydroxyindanones with good ee values is also possible by this route. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1463 / 1467
页数:5
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