메뉴 건너뛰기




Volumn 59, Issue 7, 2006, Pages 415-425

Assembly of the 1-azaspiro[5.5]undecane framework associated with perhydrohistrionicotoxin via electrocyclic ring-opening of a ring-fused gem-dichlorocyclopropane and trapping of the resulting π-allyl cation by a tethered, nitrogen-centered nucleophile

Author keywords

[No Author keywords available]

Indexed keywords

MIXTURES; NITROGEN; POSITIVE IONS; SOLVENTS; SUBSTRATES;

EID: 33747685297     PISSN: 00049425     EISSN: None     Source Type: Journal    
DOI: 10.1071/CH06218     Document Type: Article
Times cited : (11)

References (24)
  • 1
    • 27844526992 scopus 로고    scopus 로고
    • doi:10.1021/NP0580560
    • For a very recent and comprehensive listing of the alkaloids, including the histrionicotoxins, isolated from amphibian skin, see: J. W. Daly, T. F. Spande, H. M. Garraffo, J. Nat. Prod. 2005, 68, 1556. doi:10.1021/NP0580560
    • (2005) J. Nat. Prod. , vol.68 , pp. 1556
    • Daly, J.W.1    Spande, T.F.2    Garraffo, H.M.3
  • 4
    • 0001238596 scopus 로고
    • doi:10.1021/JA00171A035
    • (b) O. Stork, K. Zhao, J. Am. Chem. Soc. 1990, 112, 5875. doi:10.1021/JA00171A035
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 5875
    • Stork, O.1    Zhao, K.2
  • 7
    • 1442348973 scopus 로고    scopus 로고
    • doi:10.1021/JO035639A
    • (a) The following article provides access to a full listing of other reported syntheses of perhydrohistrionicotoxin (2): R. A. Stockman, A. Sinclair, L. G. Arini, P. Szeto, D. L. Hughes, J. Org. Chem. 2004, 69, 1598. doi:10.1021/JO035639A
    • (2004) J. Org. Chem. , vol.69 , pp. 1598
    • Stockman, R.A.1    Sinclair, A.2    Arini, L.G.3    Szeto, P.4    Hughes, D.L.5
  • 11
    • 33644950838 scopus 로고    scopus 로고
    • doi:10.1016/J.TET.2006.01.071
    • For a useful and up-to-date review on recent approaches to the construction of 1-azaspiro[5.5]undecanes and related systems, see: G. Dake, Tetrahedron 2006, 62, 3467. doi:10.1016/J.TET.2006.01.071
    • (2006) Tetrahedron , vol.62 , pp. 3467
    • Dake, G.1
  • 13
    • 0018596555 scopus 로고
    • doi:10.1071/CH9792507
    • R. D. Allan, Aust. J. Chem. 1979, 32, 2507. doi:10.1071/CH9792507
    • (1979) Aust. J. Chem. , vol.32 , pp. 2507
    • Allan, R.D.1
  • 17
    • 0002576061 scopus 로고
    • (Ed. B. Halton) (JAI Press: London)
    • (b) For a discussion of the methods available for the generation of dihalocarbenes, see: M. G. Banwell, M. E. Reum, in Advances in Strain in Organic Chemistry (Ed. B. Halton) 1991, Vol. 1, pp. 19-64 (JAI Press: London).
    • (1991) Advances in Strain in Organic Chemistry , vol.1 , pp. 19-64
    • Banwell, M.G.1    Reum, M.E.2
  • 20
    • 33646066450 scopus 로고
    • doi:10.1016/S0040-4039(00)85909-2
    • W. C. Still, C. Gennari, Tetrahedron Lett. 1983, 24, 4405. doi:10.1016/S0040-4039(00)85909-2
    • (1983) Tetrahedron Lett. , vol.24 , pp. 4405
    • Still, W.C.1    Gennari, C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.