Enantioselective decarboxylative aldol addition of beta-ketoacids to isatins catalyzed by binaphthyl-modified organocatalyst

Suh, Chang Won; Chang, Chul Woo; Choi, Keon Woong; Lim, Young Jo; Kim, Dae Young

doi:10.1016/j.tetlet.2013.04.132

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Enantioselective decarboxylative aldol addition of beta-ketoacids to isatins catalyzed by binaphthyl-modified organocatalyst

Suh, Chang Won;
Chang, Chul Woo;
Choi, Keon Woong;
Lim, Young Jo;
Kim, Dae Young

Citations

WEB OF SCIENCE

74

Citations

SCOPUS

78

초록

The catalytic enantioselective decarboxylative aldol addition reaction of isatins with beta-ketoacids promoted by chiral bifunctional organocatalysts have been developed, allowing facile synthesis of the corresponding chiral 3-hydroxy-3-phenacyloxindole derivatives with excellent enantioselectivity (up to 97% ee). (C) 2013 Elsevier Ltd. All rights reserved.

키워드

Asymmetric catalysis; Organocatalysis; Aldol addition; 3-Hydroxy oxindole; Isatins; beta-Ketoacids; MANNICH-TYPE REACTIONS; ASYMMETRIC CONJUGATE ADDITION; FRIEDEL-CRAFTS ALKYLATION; ACID HALF-THIOESTERS; MICHAEL-ADDITION; KETO-ESTERS; STEREOSELECTIVE-SYNTHESIS; POLYKETIDE SYNTHASES; UNACTIVATED KETONES; ALPHA-NITROACETATE

제목: Enantioselective decarboxylative aldol addition of beta-ketoacids to isatins catalyzed by binaphthyl-modified organocatalyst

저자: Suh, Chang Won; Chang, Chul Woo; Choi, Keon Woong; Lim, Young Jo; Kim, Dae Young

DOI: 10.1016/j.tetlet.2013.04.132

발행일: 2013-07-10

유형: Article

저널명: Tetrahedron Letters

권: 54

호: 28

페이지: 3651 ~ 3654

언어: ENG

출판사: Elsevier BV

발행국가: 영국

분량: 4 페이지

ISSN: P 0040-4039