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Volumn 46, Issue 25, 2005, Pages 4283-4286

Michael reaction of 1,3-dicarbonyls with enones catalyzed by a hydroxyapatite-bound La complex

Author keywords

1,3 Dicarbonyls; Apatite; Asymmetric; Heterogeneous catalyst; Lanthanum; Michael reaction

Indexed keywords

CARBONYL DERIVATIVE; HYDROXYAPATITE; KETONE DERIVATIVE; LANTHANUM; SOLVENT; TARTARIC ACID;

EID: 19444364389     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.04.099     Document Type: Article
Times cited : (33)

References (32)
  • 1
    • 0003148146 scopus 로고
    • B.M. Trost I. Fleming Pergamon Oxford
    • M.E. Jung B.M. Trost I. Fleming Comprehensive Organic Synthesis Vol. 4 1991 Pergamon Oxford 1 67
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 1-67
    • Jung, M.E.1
  • 3
    • 2742606973 scopus 로고    scopus 로고
    • For an excellent review on transition metal-catalyzed Michael reaction of 1,3-dicarbonyls, see: J. Christoffers Eur. J. Org. Chem. 1998 1259
    • (1998) Eur. J. Org. Chem. , pp. 1259
    • Christoffers, J.1
  • 21
    • 1642306099 scopus 로고    scopus 로고
    • 3 (40) > YbHAP (39) > HAP (30), where values in parentheses indicate yields of Michael adducts. The parent HAP is reported to act as a heterogeneous catalyst for the Michael reaction of mercaptans with chalcone derivatives, but it was found to be less effective under the present reaction conditions, see: M. Zahouily, Y. Abrouki, B. Bahlaouan, A. Rayadh, and S. Sebti Catal. Commun. 4 2003 521
    • (2003) Catal. Commun. , vol.4 , pp. 521
    • Zahouily, M.1    Abrouki, Y.2    Bahlaouan, B.3    Rayadh, A.4    Sebti, S.5
  • 22
    • 19444371868 scopus 로고    scopus 로고
    • note
    • 4. The solvent was evaporated and the crude product was distilled to afford pure ethyl 2-oxo-1-(3-oxobutyl)cyclopentanecarboxylate as a colorless oil (90% isolated yield)
  • 28
    • 19444366130 scopus 로고    scopus 로고
    • note
    • 3 catalysts, which follow first-order dependence in 1a and zero-order relationship in 2a. We believe this phenomenon can be attributed to strong Brønsted basicity of the LaHAP catalyst
  • 32
    • 19444367773 scopus 로고    scopus 로고
    • note
    • -1) as a white powder. The ratio of La:TA was determined to be ca. 6:1 by the CHN elemental analysis


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.