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Volumn 62, Issue 7, 1997, Pages 2244-2251

Microbiological Oxygenation of Bridgehead Azabicycloalkanes

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Indexed keywords


EID: 0001673970     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo962192f     Document Type: Article
Times cited : (29)

References (20)
  • 2
    • 0027154034 scopus 로고
    • Early synthesis: Broka, C. A. Tetrahedron Lett. 1993, 34, 3251. A recent listing of syntheses may be found in: Zhang, C.; Trudell, M. L. J. Org. Chem. 1996, 61, 7189.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 3251
    • Broka, C.A.1
  • 3
    • 0029822637 scopus 로고    scopus 로고
    • Early synthesis: Broka, C. A. Tetrahedron Lett. 1993, 34, 3251. A recent listing of syntheses may be found in: Zhang, C.; Trudell, M. L. J. Org. Chem. 1996, 61, 7189.
    • (1996) J. Org. Chem. , vol.61 , pp. 7189
    • Zhang, C.1    Trudell, M.L.2
  • 7
    • 0000454481 scopus 로고
    • Trahanovsky, W. S., Ed.; Academic Press: New York, Part C
    • Johnson, R. A. In Oxidation in Organic Chemistry; Trahanovsky, W. S., Ed.; Academic Press: New York, 1978; Part C, p 131.
    • (1978) Oxidation in Organic Chemistry , pp. 131
    • Johnson, R.A.1
  • 12
    • 0000140103 scopus 로고    scopus 로고
    • The chemistry of this ring system has been reviewed: Chen, Z.; Trudell, M. L. Chem. Rev. 1996, 96, 1179.
    • (1996) Chem. Rev. , vol.96 , pp. 1179
    • Chen, Z.1    Trudell, M.L.2
  • 18
    • 85033128384 scopus 로고    scopus 로고
    • note
    • Epimeric alcohols 15/2 and 16/17 may represent direct hydroxylation products or, alternately, could arise through a sequence of enzymic conversions: (a) hydroxylation, (b) dehydrogenation, and (c) reduction. We have no direct evidence to choose between the two possibilities but note that the intermediate ketone of the latter mechanism was not detected.


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