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Enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinones to nitroalkenes catalyzed by binaphthyl-derived organocatalysts

Authors
Woo, Saet ByeolKim, Dae Young
Issue Date
7-May-2012
Publisher
Beilstein-Institut
Keywords
asymmetric catalysis; Michael addition; 1,4-naphthoquinones; nitroalkenes; organocatalysis
Citation
Beilstein Journal of Organic Chemistry, v.8, pp 699 - 704
Pages
6
Journal Title
Beilstein Journal of Organic Chemistry
Volume
8
Start Page
699
End Page
704
URI
https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/15171
DOI
10.3762/bjoc.8.78
ISSN
1860-5397
Abstract
The highly enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinones to nitroalkenes, promoted by binaphthyl-modified chiral bifunctional organocatalysts is described. This reaction afforded the chiral functionalized naphthoquinones in high yields (81-95%) and excellent enantioselectivities (91-98% ee) under low catalyst loading (1 mol %).
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