Organocatalytic enantioselective decarboxylative Michael addition of beta-ketoacids to alpha,beta-unsaturated ketones

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초록

Enantioselective decarboxylative Michael addition reactions promoted by chiral primary amine organocatalysts have been developed, allowing the facile synthesis of the corresponding chiral 1,5-diketones with excellent enantioselectivity (up to 97% ee). The method reported represents a valuable approach of utilizing beta-ketoacids as synthetic equivalents of aryl methyl ketones.

키워드

.; MANNICH-TYPE REACTIONS; ASYMMETRIC CONJUGATE ADDITION; C-3-SYMMETRIC CHIRAL TRISIMIDAZOLINE; ELECTROPHILIC ALPHA-AMINATION; FRIEDEL-CRAFTS ALKYLATION; ACID HALF-THIOESTERS; QUATERNARY STEREOCENTERS; 1,3-DICARBONYL COMPOUNDS; TERTIARY STEREOCENTERS; POLYKETIDE SYNTHASES
제목
Organocatalytic enantioselective decarboxylative Michael addition of beta-ketoacids to alpha,beta-unsaturated ketones
저자
Kang, Young Ku; Lee, Hyun Joo; Moon, Hyoung Wook; Kim, Dae Young
DOI
10.1039/c2ra21945j
발행일
2013
유형
Article
저널명
RSC Advances
권
3
호
5
페이지
1332 ~ 1335