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Volumn 78, Issue 3, 2005, Pages 477-486

Rhodium-catalyzed acylation of vinylsilanes with acid anhydrides

Author keywords

[No Author keywords available]

Indexed keywords

ACYLATION; CATALYSIS; KETONES; RHODIUM COMPOUNDS;

EID: 16844364568     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.78.477     Document Type: Article
Times cited : (36)

References (84)
  • 6
    • 0000568377 scopus 로고
    • For transition metal-catalyzed Friedel-Crafts acylation of aromatic compounds, see: a) H. Kusama and K. Narasaka, Bull. Chem. Soc. Jpn., 68, 2379 (1995).
    • (1995) Bull. Chem. Soc. Jpn. , vol.68 , pp. 2379
    • Kusama, H.1    Narasaka, K.2
  • 13
    • 0035929982 scopus 로고    scopus 로고
    • For oxidative addition of acid anhydride to rhodium(I) species, see: a) C. G. Frost and K. J. Wadsworth, Chem. Commun., 2001, 2316.
    • Chem. Commun. , vol.2001 , pp. 2316
    • Frost, C.G.1    Wadsworth, K.J.2
  • 16
    • 1842862944 scopus 로고    scopus 로고
    • For fluoride ion-promoted transmetalation between transition metals and vinylsilanes, see: a) S. E. Denmark, R. F. Sweis, and D. Wehrli, J. Am. Chem. Soc., 126, 4865 (2004).
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 4865
    • Denmark, S.E.1    Sweis, R.F.2    Wehrli, D.3
  • 21
    • 1842862941 scopus 로고    scopus 로고
    • For transmetalation between transition metals and alkoxy or hydroxy vinylsilanes, see: a) S. E. Denmark and R. F. Sweis, J. Am. Chem. Soc., 126, 4876 (2004).
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 4876
    • Denmark, S.E.1    Sweis, R.F.2
  • 51
    • 0000813335 scopus 로고
    • There is no report on synthesis of (1-acyloxyvinyl)silane by the O-acylation of enolate of acylsilane. For O-acylation of enolate of ketone, see: b) C. Kowalski, X. Creary, A. J. Rollin, and M. C. Burke, J. Org. Chem., 43, 2601 (1978).
    • (1978) J. Org. Chem. , vol.43 , pp. 2601
    • Kowalski, C.1    Creary, X.2    Rollin, A.J.3    Burke, M.C.4
  • 57
    • 16844369099 scopus 로고    scopus 로고
    • note
    • 3, the desired α-benzoyloxy-α,β-unsaturated ketone was not obtained but Friedel-Crafts acylation of phenyl group proceeded to give 28 in 74% yield (Eq. 6). (Diagram presented)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.