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Volumn 49, Issue 40, 2008, Pages 5714-5717

Ruthenium-catalyzed tandem enyne-cross metathesis-cyclopropanation: three-component access to vinyl cyclopropanes

Author keywords

[No Author keywords available]

Indexed keywords

ALKADIENE; ALKENE; ALKYNE; CYCLOPROPANE DERIVATIVE; ESTER DERIVATIVE; ETHYLENE; RUTHENIUM; VINYL DERIVATIVE;

EID: 49549117776     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.07.119     Document Type: Article
Times cited : (28)

References (61)
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    • For representative reviews, see:
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    • For representative examples, see:
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    • For a review on enyne metathesis, see:
    • For a review on enyne metathesis, see:. Diver S.T., and Giessert A.J. Chem. Rev. 104 (2004) 1317-1382
    • (2004) Chem. Rev. , vol.104 , pp. 1317-1382
    • Diver, S.T.1    Giessert, A.J.2
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    • 49549107814 scopus 로고    scopus 로고
    • 2 as it was optimal for subsequent cyclopropanation.
    • 2 as it was optimal for subsequent cyclopropanation.
  • 57
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    • 1H NMR.
    • 1H NMR.
  • 58
    • 0002797371 scopus 로고    scopus 로고
    • 1H NMR comparison to a known vinyl cyclopropane: Doyle, M. P.; Dorow, R. L.; Buhro, W. E.; Griffin, J. H.; Tamblyn, W. H.; Trudell, M. L. Organometallics 1984, 3, 44-52. In addition, cross metathesis of the known cis-isomer and octene led to the anticipated cis-product 9a. When similar tests were made with the trans isomer, no cross metathesis products were observed. However, subjecting the major cyclopropanation diastereomer (trans) to epimerization conditions facilitated partial conversion to the anticipated minor compound (cis).{A figure is presented}.
    • 1H NMR comparison to a known vinyl cyclopropane: Doyle, M. P.; Dorow, R. L.; Buhro, W. E.; Griffin, J. H.; Tamblyn, W. H.; Trudell, M. L. Organometallics 1984, 3, 44-52. In addition, cross metathesis of the known cis-isomer and octene led to the anticipated cis-product 9a. When similar tests were made with the trans isomer, no cross metathesis products were observed. However, subjecting the major cyclopropanation diastereomer (trans) to epimerization conditions facilitated partial conversion to the anticipated minor compound (cis).{A figure is presented}.
  • 59
    • 0005790111 scopus 로고
    • For a related transformations with activated olefins, see:
    • For a related transformations with activated olefins, see:. Hall Jr. H.K., Sentman R.C., and Nogues P. J. Org. Chem. 47 (1982) 3647-3649
    • (1982) J. Org. Chem. , vol.47 , pp. 3647-3649
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  • 61
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    • For a related alkyne-mediated catalyst decomposition pathway, see:
    • For a related alkyne-mediated catalyst decomposition pathway, see:. Divers S.T., Kulkarni A.A., Clark D.A., and Peppers B.P. J. Am. Chem. Soc. 129 (2007) 5832-5833
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 5832-5833
    • Divers, S.T.1    Kulkarni, A.A.2    Clark, D.A.3    Peppers, B.P.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.