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Volumn 73, Issue 21, 2008, Pages 8479-8483

Gold-catalyzed hydrative carbocyclization of 1,5- and 1,6-diyn-3-ones via an oxygen transfer process

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; AROMATIC HYDROCARBONS; CHEMICAL REACTIONS; ETHERS; ORGANIC COMPOUNDS; OXYGEN;

EID: 55249095763     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo801753g     Document Type: Article
Times cited : (52)

References (48)
  • 4
    • 0002036283 scopus 로고    scopus 로고
    • Renaud, P, Sibi, M. P, Eds, Wiley-VCH: New York
    • (d) Byers, J. In Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: New York, 2001; Vol. 1, pp 72-89.
    • (2001) Radicals in Organic Synthesis , vol.1 , pp. 72-89
    • Byers, J.1
  • 5
    • 0033618523 scopus 로고    scopus 로고
    • (e) Yet, L. Tetrahedron 1999, 55, 9349.
    • (1999) Tetrahedron , vol.55 , pp. 9349
    • Yet, L.1
  • 6
    • 0000315424 scopus 로고
    • Trost, B. M, Fleming, I, Eds, Pergamon: New York
    • (f) Curran, D. P. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: New York, 1991; Vol. 4, pp 779-831.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 779-831
    • Curran, D.P.1
  • 7
    • 33646440725 scopus 로고    scopus 로고
    • Selected examples: (a) Cook, G. R.; Hayashi, R. Org. Lett. 2006, 8, 1045.
    • Selected examples: (a) Cook, G. R.; Hayashi, R. Org. Lett. 2006, 8, 1045.
  • 19
    • 0141645586 scopus 로고    scopus 로고
    • For Ru catalysts, see selected examples: (a) Trost, B. M.; Rudd, M. T. J. Am. Chem. Soc. 2003, 125, 11516.
    • For Ru catalysts, see selected examples: (a) Trost, B. M.; Rudd, M. T. J. Am. Chem. Soc. 2003, 125, 11516.
  • 23
    • 1842637760 scopus 로고    scopus 로고
    • For gold and platinum catalysts, see the following examples: a
    • For gold and platinum catalysts, see the following examples: (a) Kennedy-Smith, J. J.; Staben, S. T.; Toste, F. D. J. Am. Chem. Soc. 2004, 126, 4526.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 4526
    • Kennedy-Smith, J.J.1    Staben, S.T.2    Toste, F.D.3
  • 32
    • 20444496467 scopus 로고    scopus 로고
    • 2/CO catalysts, see the following selected examples: (a) Fürstner, A.; Davies, P. W.; Gress, T. J. Am. Chem. Soc. 2005, 127, 8244.
    • 2/CO catalysts, see the following selected examples: (a) Fürstner, A.; Davies, P. W.; Gress, T. J. Am. Chem. Soc. 2005, 127, 8244.
  • 36
    • 55249107235 scopus 로고    scopus 로고
    • The X-ray data of compound 2g are provided in the Supporting Information.
    • The X-ray data of compound 2g are provided in the Supporting Information.
  • 37
    • 55249092162 scopus 로고    scopus 로고
    • 3AuOTf in wet 1,4-dioxane did not give the desired cyclized ketones 5h and 5i, but a messy mixture of products. Spectral data of ketone substrates 4h and 4i were provided in the Supporting Information. (Chemical Equation Presented)
    • 3AuOTf in wet 1,4-dioxane did not give the desired cyclized ketones 5h and 5i, but a messy mixture of products. Spectral data of ketone substrates 4h and 4i were provided in the Supporting Information. (Chemical Equation Presented)
  • 38
    • 55249125304 scopus 로고    scopus 로고
    • 18O-enriched 1a and 2a are provided in the Supporting Information.
    • 18O-enriched 1a and 2a are provided in the Supporting Information.
  • 39
    • 33746299738 scopus 로고    scopus 로고
    • Reviews for benzopyrilium see: a
    • Reviews for benzopyrilium see: (a) Asao, N. Synlett 2006, 11, 1645.
    • (2006) Synlett , vol.11 , pp. 1645
    • Asao, N.1
  • 41
    • 33846783006 scopus 로고    scopus 로고
    • For metal catalysis involving benzopyrylium as reaction intermediates, see: a
    • For metal catalysis involving benzopyrylium as reaction intermediates, see: (a) Beeler, A. B.; Su, S.; Singleton, C. A.; Porco, J. A., Jr. J. Am. Chem. Soc. 2007, 129, 1413.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 1413
    • Beeler, A.B.1    Su, S.2    Singleton, C.A.3    Porco Jr., J.A.4
  • 46
    • 55249091697 scopus 로고    scopus 로고
    • 3 (60°C, 2 h). (Chemical Equation Presented)
    • 3 (60°C, 2 h). (Chemical Equation Presented)
  • 47
    • 55249109023 scopus 로고    scopus 로고
    • 3AuCl/AgOTf (5 mol %) in dry dioxane (25°C, 4h) gave 4-cyclopentenonyl ketone 5a and 6a in 46% and 28% yields, respectively. Formation of ketone 5a is probably due to easy hydration of ketal speices J. (Chemical Equation Presented)
    • 3AuCl/AgOTf (5 mol %) in dry dioxane (25°C, 4h) gave 4-cyclopentenonyl ketone 5a and 6a in 46% and 28% yields, respectively. Formation of ketone 5a is probably due to easy hydration of ketal speices J. (Chemical Equation Presented)


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