Asymmetric Mannich-type Reactions of Fluorinated Ketoesters with Binaphthyl-Modified Thiourea Catalysts

Kang, Young Ku; Yoon, Sung Je; Kim, Dae Young

doi:10.5012/bkcs.2011.32.4.1195

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Asymmetric Mannich-type Reactions of Fluorinated Ketoesters with Binaphthyl-Modified Thiourea Catalysts

Kang, Young Ku;
Yoon, Sung Je;
Kim, Dae Young

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WEB OF SCIENCE

27

Citations

SCOPUS

27

초록

The catalytic enantioselective Mannich-type reaction promoted by chiral binaphthyl-modified bifunctional organocatalysts is described. The treatment of alpha-fluoro-beta-ketoesters with N-Boc imines under mild reaction conditions afforded the corresponding beta-aminated alpha-fluoro-beta-ketoesters with excellent enantioselectivities (up to 98% ee).

키워드

Mannich reaction; Asymmetric catalysis; Bifunctional organocatalyst; alpha-Fluoro-beta-ketoesters; N-Boc imines; ENANTIOSELECTIVE CONJUGATE ADDITION; ELECTROPHILIC ALPHA-AMINATION; BETA-KETO PHOSPHONATES; MEDICINAL CHEMISTRY; MICHAEL REACTION; 1,3-DICARBONYL COMPOUNDS; CYANO ACETATES; DIELS-ALDER; ESTERS; CYANOKETONES

제목: Asymmetric Mannich-type Reactions of Fluorinated Ketoesters with Binaphthyl-Modified Thiourea Catalysts

저자: Kang, Young Ku; Yoon, Sung Je; Kim, Dae Young

DOI: 10.5012/bkcs.2011.32.4.1195

발행일: 2011-04-20

유형: Article

저널명: Bulletin of the Korean Chemical Society

권: 32

호: 4

페이지: 1195 ~ 1200

언어: ENG

출판사: 대한화학회

발행국가: 대한민국

분량: 6 페이지

ISSN: E 1229-5949
P 0253-2964