Catalytic enantioselective synthesis of flavanones and chromanones

被引:277
作者
Biddle, Margaret M. [1 ]
Lin, Michael [1 ]
Scheidt, Karl A. [1 ]
机构
[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
关键词
D O I
10.1021/ja070394v
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective synthesis of flavanones and chromanones is described. Bifunctional thiourea catalysts promote an asymmetric oxo-conjugate addition to a beta-ketoester alkylidene in high yields with excellent enantioselectivity (80-94% ee) for aryl and alkyl substrates. Decarboxylation of the beta-ketoester proceeds smoothly in a one-pot procedure to afford the enantioenriched flavanones and chromanones.
引用
收藏
页码:3830 / +
页数:3
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