Chiral Dawson-Type Hybrid Polyoxometalate Catalyzes Enantioselective Diels-Alder Reactions

被引:19
|
作者
Xuan, Wen-Jing [1 ,2 ]
Botuha, Candice [1 ,2 ]
Hasenknopf, Bernold [1 ,2 ]
Thorimbert, Serge [1 ,2 ]
机构
[1] Sorbonne Univ, Univ Paris 06, UMR 8232, Inst Parisien Chim Mol, F-75005 Paris, France
[2] CNRS, UMR 8232, IPCM, F-75005 Paris, France
关键词
chirality; cycloaddition; Diels-Alder reaction; organocatalysis; polyoxometalates; HIGHLY EFFICIENT; HETEROGENEOUS CATALYSIS; SPONTANEOUS RESOLUTION; ASYMMETRIC CATALYSIS; BUILDING-BLOCKS; AMINO-ACIDS; METAL-OXIDE; CLUSTERS; DESIGN; ORGANOCATALYSTS;
D O I
10.1002/chem.201502839
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Can achiral organocatalysts linked to chiral polyanionic metal oxide clusters provide good selectivity in enantioselective CC bond formations? The answer to this question is investigated by developing a new active hybrid polyoxometalate-based catalyst for asymmetric Diels-Alder reaction. Chirality transfer from the chiral anionic polyoxometalate to the covalently linked achiral imidazolidinone allows Diels-Alder cycloaddition products to be obtained with good yields and high enantioselectivities when using cyclopentadiene and acrylaldehydes as partners.
引用
收藏
页码:16512 / 16516
页数:5
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