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Volumn 54, Issue 7, 1998, Pages 1131-1144

Synthetic studies and mechanistic observations in nickel-catalyzed polycyclizations

Author keywords

[No Author keywords available]

Indexed keywords

NICKEL; POLYCYCLIC HYDROCARBON;

EID: 0032510169     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)10213-7     Document Type: Article
Times cited : (21)

References (50)
  • 15
    • 0001424974 scopus 로고
    • 6. There is precedent that alkenyl nickel species can isomerize, however this is typically not observed in catalytic processes. Huggins, J. M.; Bergman, R. G. J. Am. Chem. Soc. 1981, 103, 3002.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 3002
    • Huggins, J.M.1    Bergman, R.G.2
  • 20
    • 0010663804 scopus 로고    scopus 로고
    • note
    • 11. Further evidence against an alkyne carbometallation mechanism is provided by a comparison of cyclizations and intermolecular couplings (see reference 2d, eqn 6). However, we cannot rule out the possibility that a chelation effect involving coordination of both the enone and the proximal alkyne to nickel could direct alkyne carbometallation to produce 15 and 16.
  • 26
    • 0010700108 scopus 로고    scopus 로고
    • See reference 5 of the McKinney & Hoffman theoretical study (reference 12d above)
    • (b) See reference 5 of the McKinney & Hoffman theoretical study (reference 12d above).
  • 39
    • 0010655537 scopus 로고    scopus 로고
    • note
    • 21. The [2+2+2] reactions in the absence of organozinc proceeded in comparable yield both in the presence and absence of triphenylphosphine. However, inseparable byproducts resulting from double bond isomerization of 28 were obtained in the phosphine-promoted reaction.
  • 42
    • 0002110351 scopus 로고    scopus 로고
    • 24. For other representative examples of metal-promoted [2+2+2] cycloaddition processes, see: (a) Lautens, M.; Klute, W.; Tam, W. Chem. Rev. 1996, 96, 49.
    • (1996) Chem. Rev. , vol.96 , pp. 49
    • Lautens, M.1    Klute, W.2    Tam, W.3
  • 47
    • 0015267436 scopus 로고
    • 27. This compound was prepared from 5-trimethylsilyl-4-pentyn1-ol by PCC oxidation, addition of PhMgBr, and PCC oxidation. Cochrane, J. S.; Hanson, J. R. J. Chem. Soc., Perk. I 1972, 361.
    • (1972) J. Chem. Soc., Perk. I , vol.1 , pp. 361
    • Cochrane, J.S.1    Hanson, J.R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.