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Volumn 49, Issue 25, 2008, Pages 3983-3986

An exceptional palladium-catalyzed alkenylation of silyl enol ether in the absence of a fluoride additive

Author keywords

Bicyclo 3.3.1 nonane; Intramolecular C C bond formation; Palladium catalyzed alkenylation; Silyl enol ether; Trialkylamine

Indexed keywords

AMINE; BICYCLO[3.3.1]NONANE DERIVATIVE; ETHER DERIVATIVE; FLUORIDE; PALLADIUM; SILYLENOL ETHER;

EID: 43449091871     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.04.104     Document Type: Article
Times cited : (8)

References (50)
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    • For palladium-catalyzed intermolecular alkenylation of ketone, see:. Chieffi A., Kamikawa K., Ahman J., Fox J.M., and Buchwald S.L. Org. Lett. 3 (2001) 1897-1900
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  • 14
    • 0001703098 scopus 로고
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    • For palladium-catalyzed intramolecular alkenylation of ketone, see:. Piers E., and Marais P.C. J. Org. Chem. 55 (1990) 3454-3455
    • (1990) J. Org. Chem. , vol.55 , pp. 3454-3455
    • Piers, E.1    Marais, P.C.2
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    • 33646138279 scopus 로고    scopus 로고
    • Mild palladium-catalyzed arylation of a carbonyl compound was also established using Zn-enolate, see:
    • Mild palladium-catalyzed arylation of a carbonyl compound was also established using Zn-enolate, see:. Hama T., Culkin D.A., and Hartwig J.F. J. Am. Chem. Soc. 128 (2006) 4976-4985
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 4976-4985
    • Hama, T.1    Culkin, D.A.2    Hartwig, J.F.3
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    • Palladium-catalyzed arylation of silyl enol ether:
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  • 35
    • 43449132131 scopus 로고    scopus 로고
    • note
    • For palladium-catalyzed intramolecular alkenylation of silyl enol ether (one example), see: Ref. 4c.
  • 36
    • 43449113901 scopus 로고    scopus 로고
    • note
    • For palladium-catalyzed intermolecular alkenylation of silyl enol ether (one example), see: Ref. 8c.
  • 38
    • 43449088855 scopus 로고    scopus 로고
    • note
    • 4, and concentrated. The residue was purified by silica gel column chromatography (AcOEt-hexane = 1:9 to 1:6) to give a mixture of 10 and 12 in a ratio of 8.3:1.
  • 39
    • 43449112976 scopus 로고    scopus 로고
    • note
    • 3, Z = 2, R = 0.088, Rw = 0.107.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.