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Volumn 48, Issue 15, 2009, Pages 2788-2791

Palladium-Catalyzed Three-Component Cascade Cyclization Reaction of Bisallenes with Propargylic Carbonates and Organoboronic Acids: Efficient Construction of cis-Fused Bicyelo[4.3.0]nonenes

Author keywords

Allenes; Cyclization; Multicomponent reactions; Palladium; Tandem reactions

Indexed keywords

ALLENES; ARYLBORONIC ACIDS; CASCADE CYCLIZATION; EFFICIENT CONSTRUCTION; MULTICOMPONENT REACTIONS; ORGANOBORONIC ACIDS; OXIDATIVE ADDITIONS; SUZUKI-TYPE COUPLING; TANDEM REACTIONS; THREE-COMPONENT;

EID: 70349900677     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200805422     Document Type: Article
Times cited : (43)

References (33)
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    • For the most recent examples, see: a) K. Lee, P. H. Lee, Org. Lett. 2008, 10, 2441;
    • (2008) Org. Lett , vol.10 , pp. 2441
    • Lee, K.1    Lee, P.H.2
  • 11
    • 84890597202 scopus 로고    scopus 로고
    • For reviews on multicomponent reactions, see: a, Wiley-VCH, Weinheim
    • For reviews on multicomponent reactions, see: a) J. Zhu, H. Bienaymé, Multicomponent Reactions, Wiley-VCH, Weinheim, 2005;
    • (2005) Multicomponent Reactions
    • Zhu, J.1    Bienaymé, H.2
  • 23
    • 0034718084 scopus 로고    scopus 로고
    • Reports on palladium-catalyzed three-component reactions of allenes with: a acyl chlorides and diborons: F. Y. Yang, M. Y. Wu, C. H. Cheng, J. Am. Chem. Soc. 2000, 122, 7122;
    • Reports on palladium-catalyzed three-component reactions of allenes with: a) acyl chlorides and diborons: F. Y. Yang, M. Y. Wu, C. H. Cheng, J. Am. Chem. Soc. 2000, 122, 7122;
  • 24
    • 0037059444 scopus 로고    scopus 로고
    • organic halides and arylboronic acids: T. H. Huang, H. M. Chang, M. Y. Wu, C. H. Cheng, J. Org. Chem. 2002, 67, 99.
    • b) organic halides and arylboronic acids: T. H. Huang, H. M. Chang, M. Y. Wu, C. H. Cheng, J. Org. Chem. 2002, 67, 99.
  • 25
    • 70349939674 scopus 로고    scopus 로고
    • The most commonly observed pathway for carbopalladation of allenes is the formation of the delocalized π-allyl palladium species; see: a) Carbopalladation of Allenes: S. Ma in Handbook of Organopalladium Chemistry for Organic Synthesis Eds, E. Negishi, A. de Meijere, Wiley-Interscience, New York, 2002, p. 1491;
    • The most commonly observed pathway for carbopalladation of allenes is the formation of the delocalized π-allyl palladium species; see: a) "Carbopalladation of Allenes": S. Ma in Handbook of Organopalladium Chemistry for Organic Synthesis (Eds.: E. Negishi, A. de Meijere), Wiley-Interscience, New York, 2002, p. 1491;
  • 27
    • 0030996437 scopus 로고    scopus 로고
    • Reports on the formation of vinylic palladium intermediates from the carbopalladation of allenes are very limited; see: a W. Oppolzer, A. Pimm, B. Stammen, W. E. Hume, Helv. Chim. Acta 1997, 80, 623;
    • Reports on the formation of vinylic palladium intermediates from the carbopalladation of allenes are very limited; see: a) W. Oppolzer, A. Pimm, B. Stammen, W. E. Hume, Helv. Chim. Acta 1997, 80, 623;
  • 30
    • 70349929647 scopus 로고    scopus 로고
    • Crystal data for 5a: C32H33NO2S, MW, 495.65, monoclinic, space group P21/n, final R indices [I > 2σ(I, R1 =0.0617, wR2, 0.1460; R indices (all data, R1, 0.1035, wR2, 0.1637; a, 8.3858(8, b, 10.7904(11, c, 30.287(3) Å, β, 92.252(2)°, V=2738.4(5) Å3, T= 293(2) K, wavelength: 0.71073 Å, Z, 4, reflections collected/unique: 15811/5960 (Rint, 0.1179, number of observations [>2σI, 3478, parameters: 329. CCDC 703891 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif
    • int = 0.1179); number of observations [>2σ(I)] 3478, parameters: 329. CCDC 703891 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.