Catalytic asymmetric Mannich-type reactions of fluorinated ketoesters with N-Boc aldimines in the presence of chiral palladium complexes

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초록

The catalytic enantioselective Mannich reaction promoted by chiral palladium complexes is described. The treatment of alpha-fluoro-beta-ketoesters with N-Boc-aldimines under mild reaction conditions afforded the corresponding beta-aminated alpha-fluoro-beta-ketoesters with excellent enantioselectivities (up to 99% ee). (C) 2011 Elsevier Ltd. All rights reserved.

키워드

Mannich reaction; Asymmetric catalysis; Chiral palladium catalysts; alpha-Fluoro-beta-ketoesters; Aldimines; ENANTIOSELECTIVE CONJUGATE ADDITION; ELECTROPHILIC ALPHA-AMINATION; BETA-KETO PHOSPHONATES; MEDICINAL CHEMISTRY; MICHAEL REACTION; 1,3-DICARBONYL COMPOUNDS; DIELS-ALDER; ESTERS; CYANOKETONES; DERIVATIVES
제목
Catalytic asymmetric Mannich-type reactions of fluorinated ketoesters with N-Boc aldimines in the presence of chiral palladium complexes
저자
Kang, Young Ku; Kim, Dae Young
DOI
10.1016/j.tetlet.2011.02.087
발행일
2011-05-04
유형
Article
저널명
Tetrahedron Letters
권
52
호
18
페이지
2356 ~ 2358