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

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50
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55

초록

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).

키워드

oxindole; vinyl sulfone; conjugate addition; bifunctional organocatalysis; asymmetric catalysis; ASYMMETRIC MICHAEL ADDITION; MANNICH-TYPE REACTIONS; FLUORO-BETA-KETOESTERS; ALPHA,BETA-UNSATURATED KETONES; ORGANOCATALYTIC ADDITION; SQUARAMIDE DERIVATIVES; ALPHA-HYDRAZINATION; ALDEHYDES; BEARING; CONSTRUCTION
제목
Highly Enantioselective Conjugate Addition of 3-Substituted Oxindoles to Vinyl Sulfone Catalyzed by Binaphthyl-Modified Tertiary Amines
저자
Lee, Hyun Joo; Kang, Seung Hee; Kim, Dae Young
DOI
10.1055/s-0030-1260770
발행일
2011-07
유형
Article
저널명
Synlett
호
11
페이지
1559 ~ 1562