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Volumn 55, Issue 22, 1999, Pages 6797-6812

Stereoselectivity in the intramolecular Pauson-Khand reaction: Towards a simple predictive model

Author keywords

Cyclopentenones; Mechanisms; Molecular modelling mechanics; Pauson Khand reactions

Indexed keywords

CYCLOPENTENONE DERIVATIVE;

EID: 0033612115     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00343-9     Document Type: Article
Times cited : (28)

References (28)
  • 6
    • 0013556322 scopus 로고
    • Pauson-Khand reaction
    • L. S. Hegedus, Ed.; Pergamon Press: Oxford
    • (d) Schore, N. E. quot;Pauson-Khand reaction" in Comprehensive Organometallic Chemistry II; L. S. Hegedus, Ed.; Pergamon Press: Oxford, 1995.
    • (1995) Comprehensive Organometallic Chemistry II , vol.2
    • Schore, N.E.1
  • 9
    • 33845555760 scopus 로고
    • Stereochemical designations follow Masamune's convention: see ref. 3 in Masamune, S.; Kaiho, T.; Garvey, D. S. J. Am. Chem. Soc. 1982, 104, 5521, and March, J. Advanced Organic Chemistry, 4th Ed.; Wiley: New York, 1992; p. 115.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 5521
    • Masamune, S.1    Kaiho, T.2    Garvey, D.S.3
  • 10
    • 33845555760 scopus 로고
    • Wiley: New York
    • Stereochemical designations follow Masamune's convention: see ref. 3 in Masamune, S.; Kaiho, T.; Garvey, D. S. J. Am. Chem. Soc. 1982, 104, 5521, and March, J. Advanced Organic Chemistry, 4th Ed.; Wiley: New York, 1992; p. 115.
    • (1992) Advanced Organic Chemistry, 4th Ed. , pp. 115
    • March, J.1
  • 11
    • 0013551095 scopus 로고    scopus 로고
    • note
    • Specifically, the corresponding dienoic acid.
  • 12
    • 0013490855 scopus 로고    scopus 로고
    • note
    • 13C NMR.
  • 15
    • 0013559529 scopus 로고    scopus 로고
    • note
    • 3, Z = 2, R = 0.0475.
  • 16
    • 0013520165 scopus 로고    scopus 로고
    • note
    • Not the proper compound numbering. These substances are 3,5-dimethyl-4-(2-propynyl)-1,6- heptadienes.
  • 17
    • 85022690199 scopus 로고
    • 1H NMR shifts for protons at C6/C2 and C5/C1 (Table 1) occur where the calculated structure reveals a chair-like conformation for the bicyclo[3.3.0] fragment with the proton in question pseudoaxial and vicinal to a pseudoequatorial alkyl moiety. This general phenomenon is elaborated in detail in Curtin, H.; Dalling, D. K.; Grant, D. M. J. Org. Chem. 1986, 57, 136. We thank one of the referees for directing our attention to this extremely useful reference.
    • (1986) J. Org. Chem. , vol.57 , pp. 136
    • Curtin, H.1    Dalling, D.K.2    Grant, D.M.3
  • 26
    • 0013490859 scopus 로고
    • Ph.D. Dissertation, University of California, Davis
    • Brown, E. G., Ph.D. Dissertation, University of California, Davis, 1988.
    • (1988)
    • Brown, E.G.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.