Catalytic enantioselective chlorination of cyclic beta-keto esters in the presence of chiral Pd(II) complexes

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초록

The catalytic enantioselective electrophilic chlorination promoted by chiral palladium complexes is described. The treatment of beta-keto esters with 2,3,4,5,6,6-hexachlorocyclohex-2,4-dienone as chlorine source under mild reaction conditions afforded the corresponding a-chlorinated beta-keto esters with excellent enantioselectivities (up to 94% ee). (C) 2012 Elsevier Ltd. All rights reserved.

키워드

Chlorination; Asymmetric catalysis; Chiral palladium catalysts; beta-Keto esters; MANNICH-TYPE REACTIONS; ASYMMETRIC ALPHA-CHLORINATION; CONJUGATE ADDITION; ELECTROPHILIC FLUORINATION; CARBONYL-COMPOUNDS; ALPHA,BETA-UNSATURATED KETONES; CINCHONA ALKALOIDS; KETOESTERS; PHOSPHONATES; AMINATION
제목
Catalytic enantioselective chlorination of cyclic beta-keto esters in the presence of chiral Pd(II) complexes
저자
Kang, Young Ku; Kim, Hee Hun; Koh, Kwang Oh; Kim, Dae Young
DOI
10.1016/j.tetlet.2012.05.064
발행일
2012-07-18
유형
Article
저널명
Tetrahedron Letters
권
53
호
29
페이지
3811 ~ 3814