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

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초록

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 %).

키워드

asymmetric catalysis; Michael addition; 1,4-naphthoquinones; nitroalkenes; organocatalysis; CONJUGATE ADDITION; BETA-KETOESTERS; ALPHA,BETA-UNSATURATED KETONES; QUATERNARY STEREOCENTERS; 1,3-DICARBONYL COMPOUNDS; CYTOTOXIC EVALUATION; DERIVATIVES; CONSTRUCTION; DESIGN; ALKYLATION
제목
Enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinones to nitroalkenes catalyzed by binaphthyl-derived organocatalysts
저자
Woo, Saet Byeol; Kim, Dae Young
DOI
10.3762/bjoc.8.78
발행일
2012-05-07
유형
Article
저널명
Beilstein Journal of Organic Chemistry
권
8
페이지
699 ~ 704