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Volumn 110, Issue 14, 1988, Pages 4735-4741

Enantioselective Synthesis through Microbial Oxidation of Arenes.11. Efficient Preparation of Terpene and Prostanoid Synthons

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOHEXENE DERIVATIVE; PROSTAGLANDIN DERIVATIVE;

EID: 0023783689     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00222a035     Document Type: Article
Times cited : (149)

References (33)
  • 1
    • 0014969183 scopus 로고
    • Diol 1 is now manufactured by ICI Pharmaceuticals and is available in multigram quantities [ICI Fine Chemicals, P.O. Box 42 Hexagon House, Blackley, Manchester M9 3DA, England].
    • Gibson, D. T.; Hensley, M.; Yoshioka, H.; Mabry, T. J. Biochemistry 1970, 9, 1626. Diol 1 is now manufactured by ICI Pharmaceuticals and is available in multigram quantities [ICI Fine Chemicals, P.O. Box 42 Hexagon House, Blackley, Manchester M9 3DA, England].
    • (1970) J. Biochemistry , vol.9 , pp. 1626
    • Gibson, D.T.1    Hensley, M.2    Yoshioka, H.3    Mabry, T.4
  • 11
    • 0022531498 scopus 로고
    • See also: Medich, J. R.; Kunnen, K. B.; Johnson, C. R. Tetrahedron Lett. 1987, 28, 4131 for the synthesis of neplanocin A from enone 5.
    • Johnson, C. R.; Penning, T. D. J. Am. Chem. Soc. 1986, 108, 5655. See also: Medich, J. R.; Kunnen, K. B.; Johnson, C. R. Tetrahedron Lett. 1987, 28, 4131 for the synthesis of neplanocin A from enone 5.
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 5655
    • Johnson, C.R.1    Penning, T.D.2
  • 25
    • 85022435604 scopus 로고
    • Rome Chem. Abstr. 1964, 60, 7924c. Mehta, G.; Krishnamurty, N. Tetrahedron Lett. 1987, 28, 5954. Lange, G. L.; Neidert, E. E.; Orrom, W. J.; Wallace, D. J. Can. J. Chem. 1978, 56, 1628. Short, R. P.; Revol, J. M.; Ranu, B. C.; Hudlicky, T. J. Org. Chem. 1983, 48, 4453.
    • Garanti, L.; Marchesini, A. Ann. Chim. (Rome) 1963, 53, 1619; Chem. Abstr. 1964, 60, 7924c. Mehta, G.; Krishnamurty, N. Tetrahedron Lett. 1987, 28, 5954. Lange, G. L.; Neidert, E. E.; Orrom, W. J.; Wallace, D. J. Can. J. Chem. 1978, 56, 1628. Short, R. P.; Revol, J. M.; Ranu, B. C.; Hudlicky, T. J. Org. Chem. 1983, 48, 4453.
    • (1963) Ann. Chim. , vol.53 , pp. 1619
    • Garanti, L.1    Marchesini, A.2
  • 26
    • 0000600197 scopus 로고
    • The stereochemical assignment for these compounds has been made in analogy with that of epoxides of benzenediols
    • For epoxidation of benzenediols, see
    • The stereochemical assignment for these compounds has been made in analogy with that of epoxides of benzenediols. For epoxidation of benzenediols, see: Ley, S. V.; Sternfeld, F.; Taylor, S. Tetrahedron Lett. 1987, 28, 225.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 225
    • Ley, S.V.1    Sternfeld, F.2    Taylor, S.3
  • 27
    • 85022566334 scopus 로고    scopus 로고
    • Beilstein
    • The Aldrich Library of NMR spectra, I, 96A.
    • Beilstein, 1, 478; The Aldrich Library of NMR spectra, I, 96A.
    • , vol.1 , pp. 478
  • 28
    • 85022461025 scopus 로고    scopus 로고
    • The Aldrich Library of NMR spectra, I, 96A
    • Beilstein, I, 478; The Aldrich Library of NMR spectra, I, 96A.
    • Beilstein, I.1
  • 29
    • 85022478552 scopus 로고    scopus 로고
    • Beilstein
    • The Aldrich Library of NMR spectra, I, 97D.
    • Beilstein, 1, 484; The Aldrich Library of NMR spectra, I, 97D.
    • , vol.1 , pp. 484
  • 30
    • 0001775027 scopus 로고
    • Hudlicky, T.; Anderson, F. E., III.; Pauley, D. O. Org. Synth., in press.
    • Magnus, P. D.; Nobbs, M. S. Synth. Commun. 1980, 1010, 273. Hudlicky, T.; Anderson, F. E., III.; Pauley, D. O. Org. Synth., in press.
    • (1980) Synth. Commun. , vol.1010 , pp. 273
    • Magnus, P.D.1    Nobbs, M.S.2
  • 33
    • 0000224268 scopus 로고
    • The aldol-type condensation of carbonyl compounds with alumina has been reported. See, for example Muzart, J. Synthesis 1982, 60. Posner, G, H. Angew. Chem. 1978, 90, 527; Angew. Chem., Int. Ed. Engl. 1978, 17, 487
    • The aldol-type condensation of carbonyl compounds with alumina has been reported. See, for example: Hudlicky, T.; Srnak, T. Tetrahedron Lett. 1981, 22, 3351. Muzart, J. Synthesis 1982, 60. Posner, G, H. Angew. Chem. 1978, 90, 527; Angew. Chem., Int. Ed. Engl. 1978, 17, 487.
    • (1981) Tetrahedron Lett. , vol.22 , pp. 3351
    • Hudlicky, T.1    Srnak, T.2


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