Chiral Pd-catalyzed enantioselective Friedel-Crafts reaction of indoles with gamma,delta-unsaturated beta-keto phosphonates

Kang, Young Ku; Kwon, Bo Kyung; Mang, Joo Yang; Kim, Dae Young

doi:10.1016/j.tetlet.2011.04.084

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Chiral Pd-catalyzed enantioselective Friedel-Crafts reaction of indoles with gamma,delta-unsaturated beta-keto phosphonates

Kang, Young Ku;
Kwon, Bo Kyung;
Mang, Joo Yang;
Kim, Dae Young

Citations

WEB OF SCIENCE

52

Citations

SCOPUS

53

초록

The catalytic enantioselective Friedel-Crafts alkylation reaction promoted by chiral palladium complexes is described. The treatment of indoles with gamma,delta-unsaturated beta-keto phosphonates under the mild reaction conditions afforded the corresponding Friedel-Crafts alkylation adducts with excellent enantioselectivities (up to 99% ee). (C) 2011 Elsevier Ltd. All rights reserved.

키워드

Friedel-Crafts reaction; Asymmetric catalysis; Chiral palladium catalysts; Indoles; gamma,delta-Unsaturated beta-keto phosphonates; MANNICH-TYPE REACTIONS; ELECTROPHILIC ALPHA-AMINATION; CONJUGATE ADDITION; ALPHA,BETA-UNSATURATED KETONES; ASYMMETRIC-SYNTHESIS; MICHAEL ADDITION; FLUORINATION; KETOESTERS; ALKYLATION; ESTERS

제목: Chiral Pd-catalyzed enantioselective Friedel-Crafts reaction of indoles with gamma,delta-unsaturated beta-keto phosphonates

저자: Kang, Young Ku; Kwon, Bo Kyung; Mang, Joo Yang; Kim, Dae Young

DOI: 10.1016/j.tetlet.2011.04.084

발행일: 2011-06-22

유형: Article

저널명: Tetrahedron Letters

권: 52

호: 25

페이지: 3247 ~ 3249

언어: ENG

출판사: Elsevier BV

발행국가: 영국

분량: 3 페이지

ISSN: P 0040-4039