Organocatalytic asymmetric conjugate addition of 2-fluoro-1,3-diketones to nitroalkenes

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초록

The organocatalytic enantioselective conjugate reaction of 2-fluoro-1,3-diketones to nitroalkenes promoted by chiral binaphthyl-modified squaramide has been achieved. Treatment of 2-fluoro-1,3-diketones with nitroalkenes under mild reaction conditions afforded the corresponding Michael products containing fluorinated quaternary carbon stereocenter with excellent enantioselectivity (up to 98% ee).

키워드

Organocatalysts; Asymmetric catalysis; Conjugate addition; 2-Fluoro-1,3-diketones; MICHAEL ADDITION; BETA-KETOACIDS; MONOFLUOROMETHYLATION; FLUOROBIS(PHENYLSULFONYL)METHANE; FLUORINATION
제목
Organocatalytic asymmetric conjugate addition of 2-fluoro-1,3-diketones to nitroalkenes
저자
Kim, Yubin; Kim, Yeon Joo; Jeong, Hye Im; Kim, Dae Young
DOI
10.1016/j.jfluchem.2017.08.005
발행일
2017-09
유형
Article
저널명
Journal of Fluorine Chemistry
권
201
페이지
43 ~ 48