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Volumn 35, Issue 10, 2006, Pages 1094-1095

Direct α-hydroxylation of ketones catalyzed by organic-inorganic hybrid polymer

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EID: 33846103973     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2006.1094     Document Type: Article
Times cited : (22)

References (22)
  • 1
    • 0000271393 scopus 로고
    • Recent reviews of the synthesis of α-hydroxy ketones:, ed. by B. M. Trost, I. Fleming, Pergamon, Oxford
    • Recent reviews of the synthesis of α-hydroxy ketones: A. B. Jones, in Comprehensive Organic Synthesis, ed. by B. M. Trost, I. Fleming, Pergamon, Oxford, 1991, Vol. 7, p. 151.
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 151
    • Jones, A.B.1
  • 2
    • 0030829196 scopus 로고    scopus 로고
    • Recent progress in the synthesis of α-hydroxy kenones: a H. Yamamoto, M. Tsuda, S. Sakaguchi, Y. Ishii, J. Org. Chem. 1997, 62, 7174.
    • Recent progress in the synthesis of α-hydroxy kenones: a) H. Yamamoto, M. Tsuda, S. Sakaguchi, Y. Ishii, J. Org. Chem. 1997, 62, 7174.
  • 9
    • 0001163791 scopus 로고    scopus 로고
    • Remarkable metal-catalyzed synthesis of α-hydroxy ketones from the silyl enolates: a T. V. Lee, J. Toczek, Tetrahedron Lett. 1982, 23, 2917.
    • Remarkable metal-catalyzed synthesis of α-hydroxy ketones from the silyl enolates: a) T. V. Lee, J. Toczek, Tetrahedron Lett. 1982, 23, 2917.
  • 11
    • 0002846071 scopus 로고    scopus 로고
    • Selected examples of the applications of organic-inorganic hybrid polymer to organic synthesis: a C. Bianchini, E. Farnetti, M. Graziani, J. Kaspar, F. Vizza, J. Am. Chem. Soc. 1993, 115, 1753.
    • Selected examples of the applications of organic-inorganic hybrid polymer to organic synthesis: a) C. Bianchini, E. Farnetti, M. Graziani, J. Kaspar, F. Vizza, J. Am. Chem. Soc. 1993, 115, 1753.
  • 20
    • 33846053757 scopus 로고    scopus 로고
    • Though the aerobic oxidation of metal enolates has been reported, 1 α-hydroxylation of 1 does not proceed without use of Cu-bpy catalyst
    • 1 α-hydroxylation of 1 does not proceed without use of Cu-bpy catalyst.
  • 21
    • 33846109619 scopus 로고    scopus 로고
    • n).
    • n).
  • 22
    • 33846070816 scopus 로고    scopus 로고
    • The catalysis using Cu-bpy for the kinetic trimethylsilyl enolate of 2-benzylcyclohexanone provided 2-benzyl-6-hydroxycyclohexan-1-one in ca. 3% yield under the reaction conditions similar to those reported in Ref. 3, while 2-benzyl-2-hydroxycyclohexan-1-one was not obtained at all.
    • The catalysis using Cu-bpy for the kinetic trimethylsilyl enolate of 2-benzylcyclohexanone provided 2-benzyl-6-hydroxycyclohexan-1-one in ca. 3% yield under the reaction conditions similar to those reported in Ref. 3, while 2-benzyl-2-hydroxycyclohexan-1-one was not obtained at all.


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