Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst

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초록

The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were generally obtained in high yields with excellent enantioselectivities (up to 91% ee).

키워드

oxindolemethyl vinyl ketoneconjugate additionbifunctional organocatalysisasymmetric catalysisMANNICH-TYPE REACTIONSELECTROPHILIC ALPHA-AMINATIONFLUORO-BETA-KETOESTERSCONJUGATE ADDITIONASYMMETRIC-SYNTHESISALPHA,BETA-UNSATURATED KETONESQUATERNARY STEREOCENTERS3-SUBSTITUTED OXINDOLESCARBENE LIGANDSALKYLATION
제목
Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
저자
Lee, Hyun JooWoo, Saet ByeolKim, Dae Young
DOI
10.3390/molecules17067523
발행일
2012-06
유형
Article
저널명
Molecules
17
6
페이지
7523 ~ 7532