Chiral bifunctional N-heterocyclic carbenes: Synthesis and application in the aza-Morita-Baylis-Hillman reaction

被引：76
|
作者：
He, Lin [1 ]
Zhang, Yan-Rong [1 ]
Huang, Xue-Liang [1 ]
Ye, Song [1 ]
机构：
[1] Chinese Acad Sci, Inst Chem, Biol Chem Lab, Beijing Natl Lab Mol Sci, Beijing 100080, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2008年 / 17期
关键词：
N-heterocyclic carbenes; bifunctional catalysts; enantioselective synthesis; aza-Morita-Baylis-Hillman reaction;
D O I：
10.1055/s-2008-1067216
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of chiral bifunctional N-heterocyclic carbene (NHC) precursors with a proximal hydroxy group were smoothly prepared from L-pyroglutamic acid. Promising enantiomeric excesses (up to 44% ee) were achieved for the bifunctional NHC-catalyzed enantioselective aza-Morita-Baylis-Hillman reaction of cyclopent-2-enone with N-tosylphenylmethanimine.
引用
收藏
页码：2825 / 2829
页数：5
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