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Volumn 53, Issue 22, 2014, Pages 5643-5647

Asymmetric synthesis of spiropyrazolones through phosphine-catalyzed [4+1] annulation

Author keywords

allenoates; chiral phosphines; spiro compounds; spiropyrazolones

Indexed keywords

CATALYSIS; ENANTIOSELECTIVITY;

EID: 84901386874     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201311214     Document Type: Article
Times cited : (231)

References (90)
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    • 84868007913 scopus 로고    scopus 로고
    • For an excellent review on asymmetric organocatalytic cyclization and cycloaddition reactions, see
    • F. Li, L. Sun, Y. Teng, P. Yu, J. C.-G. Zhao, J.-A. Ma, Chem. Eur. J. 2012, 18, 14255. For an excellent review on asymmetric organocatalytic cyclization and cycloaddition reactions, see
    • (2012) Chem. Eur. J. , vol.18 , pp. 14255
    • Li, F.1    Sun, L.2    Teng, Y.3    Yu, P.4    Zhao, J.C.-G.5    Ma, J.-A.6
  • 65
    • 80051716582 scopus 로고    scopus 로고
    • For selected examples on the synthesis of spiropyrazolones, see
    • A. Moyano, R. Rios, Chem. Rev. 2011, 111, 4703. For selected examples on the synthesis of spiropyrazolones, see
    • (2011) Chem. Rev. , vol.111 , pp. 4703
    • Moyano, A.1    Rios, R.2
  • 84
    • 84896800794 scopus 로고    scopus 로고
    • Also see Ref. [3k,l,m].
    • Angew. Chem. Int. Ed. 2014, 53, 2964. Also see Ref. [3k,l,m].
    • (2014) Angew. Chem. Int. Ed. , vol.53 , pp. 2964
  • 85
    • 84901410205 scopus 로고    scopus 로고
    • CCDC 976440 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
    • CCDC 976440 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.
  • 89
    • 30144438570 scopus 로고    scopus 로고
    • 2O under the reaction conditions, deuterium was incorporated at position C4. We cannot exclude the potential proton transfer from C4 (intermediate C to D). However, the participation of a water molecule in the 1,3-proton transfer seems more likely based on theoretical studies in the literature, as the non-water assisted four-membered proton transfer was shown to have a high energy barrier, see:, V. K. Aggarwal, S. Y. Fulford, G. C. Lloyd-Jones, Angew. Chem. 2005, 117, 1734
    • (2005) Angew. Chem. , vol.117 , pp. 1734
    • Aggarwal, V.K.1    Fulford, S.Y.2    Lloyd-Jones, G.C.3
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    • also see ref. [13a].
    • Angew. Chem. Int. Ed. 2005, 44, 1706, also see ref. [13a].
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 1706


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.