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Volumn 37, Issue 6, 1996, Pages 857-860

Stereoselective synthesis of linear and angular triquinanes skeletons via the zinca-ene-allene reactions

Author keywords

angular and linear triquinanes; zinca ene allene; zirconacyclization

Indexed keywords

POLYCYCLIC HYDROCARBON;

EID: 0030047341     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(95)02325-9     Document Type: Article
Times cited : (33)

References (39)
  • 1
    • 0002642584 scopus 로고
    • For reviews, see (a). Paquette, L. A. Topics in Current Chemistry, 1979, 79, 41 (b). ibid. 1984, 119, 1 (c). Paquette, L.A.; Doherty, A.M. Polyquinane chemistry, Springer-Verlag: Berlin, Heidelberg, Germany.1987, 107 (d). Curran, D.P.; Advances in Free Radical Chemistry, JAI Press: Greenwich; Vol. 1, 121
    • (1979) Topics in Current Chemistry , vol.79 , pp. 41
    • Paquette, L.A.1
  • 2
    • 0342444078 scopus 로고
    • For reviews, see (a). Paquette, L. A. Topics in Current Chemistry, 1979, 79, 41 (b). ibid. 1984, 119, 1 (c). Paquette, L.A.; Doherty, A.M. Polyquinane chemistry, Springer-Verlag: Berlin, Heidelberg, Germany.1987, 107 (d). Curran, D.P.; Advances in Free Radical Chemistry, JAI Press: Greenwich; Vol. 1, 121
    • (1984) Topics in Current Chemistry , vol.119 , pp. 1
  • 3
    • 0004154187 scopus 로고
    • Springer-Verlag: Berlin, Heidelberg, Germany
    • For reviews, see (a). Paquette, L. A. Topics in Current Chemistry, 1979, 79, 41 (b). ibid. 1984, 119, 1 (c). Paquette, L.A.; Doherty, A.M. Polyquinane chemistry, Springer-Verlag: Berlin, Heidelberg, Germany.1987, 107 (d). Curran, D.P.; Advances in Free Radical Chemistry, JAI Press: Greenwich; Vol. 1, 121
    • (1987) Polyquinane Chemistry , pp. 107
    • Paquette, L.A.1    Doherty, A.M.2
  • 4
    • 0000599639 scopus 로고    scopus 로고
    • JAI Press: Greenwich
    • For reviews, see (a). Paquette, L. A. Topics in Current Chemistry, 1979, 79, 41 (b). ibid. 1984, 119, 1 (c). Paquette, L.A.; Doherty, A.M. Polyquinane chemistry, Springer-Verlag: Berlin, Heidelberg, Germany.1987, 107 (d). Curran, D.P.; Advances in Free Radical Chemistry, JAI Press: Greenwich; Vol. 1, 121
    • Advances in Free Radical Chemistry , vol.1 , pp. 121
    • Curran, D.P.1
  • 5
    • 85034941875 scopus 로고
    • and references cited therein
    • (a). Curran, D.P. Synlett, 1991, 63 and references cited therein
    • (1991) Synlett , pp. 63
    • Curran, D.P.1
  • 21
    • 0000784042 scopus 로고
    • Ed. Trost, B.; Fleming, I. Pergamon Press, New-York
    • (p). Oppolzer, W. Comprehensive Organic Synthesis Ed. Trost, B.; Fleming, I. Pergamon Press, New-York 1991, Vol 5, p 28
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 28
    • Oppolzer, W.1
  • 28
    • 85031229975 scopus 로고    scopus 로고
    • note
    • 2O at +10°C. Hydrolysis of the reaction mixture produced the starting enyne and its allenic counterpart in a 60/40 ratio.
  • 29
    • 85031229999 scopus 로고    scopus 로고
    • note
    • The addition of zinc salt modified the propargyl / allenyl ratio of the hydrocarbons arising from protonation of the corresponding organometallic, and allows the intramolecular carbometalation reaction.
  • 30
    • 0000253689 scopus 로고
    • Zincation of the propargylic anion takes place with extremely high regioselectivity to produce the allenic zinc bromide derivative, determined by the IR spectrum see Zweifel, G.; Hahn, G. J. Org. Chem. 1984, 49, 4565
    • (1984) J. Org. Chem. , vol.49 , pp. 4565
    • Zweifel, G.1    Hahn, G.2
  • 31


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.