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Volumn 7, Issue 19, 2005, Pages 4149-4152

Regioselectivity in palladium-catalyzed C-H activation/oxygenation reactions

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EID: 25444475266     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol051486x     Document Type: Article
Times cited : (235)

References (41)
  • 5
  • 28
    • 3042704672 scopus 로고    scopus 로고
    • 2O (1:5.5)]. This preference for A (in comparison to the analogous C-H activation/olefin additions) may be due to the high CO pressures (5-20 atm) used in these experiments, which are expected to limit the open sites at Ru for weak secondary coordination interactions. (a) Asaumi, T.; Matsuo, T.; Fukuyama, T.; Ie, Y.; Kakiuchi, F.; Chatani, N. J. Org. Chem. 2004, 69, 4433.
    • (2004) J. Org. Chem. , vol.69 , pp. 4433
    • Asaumi, T.1    Matsuo, T.2    Fukuyama, T.3    Ie, Y.4    Kakiuchi, F.5    Chatani, N.6
  • 32
    • 1042266458 scopus 로고    scopus 로고
    • Rh-catalyzed C-H activation/alkylation of aldimines proceeds to afford A as the major regioisomer with good selectivity except when X = F (A:B = 1:3). Lim, Y.-G.; Han, J.-S.; Koo, B. T.; Kang, J.-B. J. Mol. Catal. A 2004, 209, 41.
    • (2004) J. Mol. Catal. A , vol.209 , pp. 41
    • Lim, Y.-G.1    Han, J.-S.2    Koo, B.T.3    Kang, J.-B.4
  • 34
    • 25444526314 scopus 로고    scopus 로고
    • note
    • 1H NMR spectroscopy). See Supporting Information for full details.
  • 38
    • 25444462452 scopus 로고    scopus 로고
    • see refs 8 and 9
    • 0-catalyzed reactions and similar arguments have been invoked in these systems (see refs 8 and 9).
  • 39
    • 25444500125 scopus 로고    scopus 로고
    • note
    • 2 to form the diacetoxylated product at similar rates. Therefore, the observed selectivity appears to be inherent to the C-H activation reaction of 18 (rather than resulting from selective consumption of one of the regioisomers after it is formed).
  • 40
    • 25444491437 scopus 로고    scopus 로고
    • see ref 5d,g and refs 8-10
    • The regioselectivity of transition metal-mediated C-H activation reactions is frequently dominated by steric effects. For example, see ref 5d,g and refs 8-10.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.