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Volumn 44, Issue 25, 2005, Pages 3874-3879

A catalytic asymmetric three-component 1,4-addition/aldol reaction: Enantioselective synthesis of the spirocyclic system of vannusal A

Author keywords

Aldol reaction; Asymmetric catalysis; Multicomponent reactions; Natural products; Nucleophilic addition

Indexed keywords

ADDITION REACTIONS; CATALYSIS; SUBSTITUTION REACTIONS; UNSATURATED COMPOUNDS; ZIRCONIUM;

EID: 21244439594     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200500789     Document Type: Article
Times cited : (91)

References (28)
  • 5
    • 17144364214 scopus 로고    scopus 로고
    • (Eds.: K. C. Nicolaou, R. Hanko, W. Hartwig), Wiley-VCH, Weinheim
    • e) A. Tuch, S. Wallé, Handbook of Combinatorial Chemistry, Vol. 2 (Eds.: K. C. Nicolaou, R. Hanko, W. Hartwig), Wiley-VCH, Weinheim, 2002, pp. 685-705;
    • (2002) Handbook of Combinatorial Chemistry, Vol. 2 , vol.2 , pp. 685-705
    • Tuch, A.1    Wallé, S.2
  • 7
    • 21244440188 scopus 로고    scopus 로고
    • For an excellent review on asymmetric multicomponent reactions, see: M. Yus, D. J. Ramón, Angew. Chem. 2005, 117, 1602-1634;
    • (2005) Angew. Chem. , vol.117 , pp. 1602-1634
    • Yus, M.1    Ramón, D.J.2
  • 8
    • 21244497174 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 1628-1661.
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 1628-1661
  • 9
    • 0000429727 scopus 로고    scopus 로고
    • For examples of catalytic asymmetric 1,4-addition/aldol reactions involving cyclic enones, see: a) K.-I. Yamada, T. Arai, M. Shibasaki, J. Org. Chem. 1998, 63, 3666-3672;
    • (1998) J. Org. Chem. , vol.63 , pp. 3666-3672
    • Yamada, K.-I.1    Arai, T.2    Shibasaki, M.3
  • 13
    • 0033583524 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1999, 38, 1134-1136.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1134-1136
  • 26
    • 21244497564 scopus 로고    scopus 로고
    • note
    • Another aldol reaction pathway, involving transmetalation of the rhodium enolate I″ with the alkenyl zirconium species III to generate the zirconium enolate, followed by the engagement of an aldehyde II for the subsequent aldol reaction, cannot be excluded at this time in this three-component reaction.
  • 28
    • 21244491431 scopus 로고    scopus 로고
    • note
    • 2Zr(H)Cl] was purchased from Strem Chemicals, Inc.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.