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Highly Enantioselective Conjugate Addition of 3-Substituted Oxindoles to Vinyl Sulfone Catalyzed by Binaphthyl-Modified Tertiary Amines

Authors
Lee, Hyun JooKang, Seung HeeKim, Dae Young
Issue Date
Jul-2011
Publisher
Georg Thieme Verlag
Keywords
oxindole; vinyl sulfone; conjugate addition; bifunctional organocatalysis; asymmetric catalysis
Citation
Synlett, no.11, pp 1559 - 1562
Pages
4
Journal Title
Synlett
Number
11
Start Page
1559
End Page
1562
URI
https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/16371
DOI
10.1055/s-0030-1260770
ISSN
0936-5214
1437-2096
Abstract
The enantioselective conjugate addition reaction of 3-substituted oxindoles with 1,1-bis(benzenesulfonyl)ethylene by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at C3 position of the oxindoles, were generally obtained in high yields with excellent enantioselectivities (up to 99% ee).
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