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Volumn 38, Issue 9, 1997, Pages 1535-1538

Transition metal complexes in organic synthesis, Part 37. Convergent iron-mediated total synthesis of the potent lipid peroxidation inhibitor carbazoquinocin C

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; ANTIOXIDANT; CARBAZOQUINOCIN C; UNCLASSIFIED DRUG;

EID: 0031550842     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00114-7     Document Type: Article
Times cited : (60)

References (31)
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    • 6. For more recent applications, see: H.-J. Knölker, M. Bauermeister, J. Indian Chem. Soc. 1994, 71, 345; H.-J. Knölker, M. Bauermeister, J.-B. Pannek, M. Wolpert, Synthesis 1995, 397; H.-J. Knölker, E. Baum, T. Hopfmann, Tetrahedron Lett. 1995, 36, 5339; H.-J. Knölker, T. Hopfmann, Synlett 1995, 981; H.-J. Knölker, H. Goesmann, C. Hofmann, Synlett 1996, 737; H.-J. Knölker, C. Hofmann, Tetrahedron Lett. 1996, 37, 794; H.-J. Knölker, W. Fröhner, Tetrahedron Lett. 1996, 37, 9183.
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    • 6. For more recent applications, see: H.-J. Knölker, M. Bauermeister, J. Indian Chem. Soc. 1994, 71, 345; H.-J. Knölker, M. Bauermeister, J.-B. Pannek, M. Wolpert, Synthesis 1995, 397; H.-J. Knölker, E. Baum, T. Hopfmann, Tetrahedron Lett. 1995, 36, 5339; H.-J. Knölker, T. Hopfmann, Synlett 1995, 981; H.-J. Knölker, H. Goesmann, C. Hofmann, Synlett 1996, 737; H.-J. Knölker, C. Hofmann, Tetrahedron Lett. 1996, 37, 794; H.-J. Knölker, W. Fröhner, Tetrahedron Lett. 1996, 37, 9183.
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    • 6. For more recent applications, see: H.-J. Knölker, M. Bauermeister, J. Indian Chem. Soc. 1994, 71, 345; H.-J. Knölker, M. Bauermeister, J.-B. Pannek, M. Wolpert, Synthesis 1995, 397; H.-J. Knölker, E. Baum, T. Hopfmann, Tetrahedron Lett. 1995, 36, 5339; H.-J. Knölker, T. Hopfmann, Synlett 1995, 981; H.-J. Knölker, H. Goesmann, C. Hofmann, Synlett 1996, 737; H.-J. Knölker, C. Hofmann, Tetrahedron Lett. 1996, 37, 794; H.-J. Knölker, W. Fröhner, Tetrahedron Lett. 1996, 37, 9183.
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    • 10. Halogen/metal exchange at 4 with n-BuLi followed by alkylation with iodomethane and subsequent nitration using the same reaction conditions afforded regioselectively 1,2-dimethoxy-3,4-dimethyl-5-nitrobenzene, a known precursor of carbazomycin A: H.-J. Knölker, M. Bauermeister, J. Chem. Soc. Chem. Commun. 1989, 1468; H.-J. Knölker, M. Bauermeister, Helv. Chim. Acta 1993, 76, 2500.
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    • 10. Halogen/metal exchange at 4 with n-BuLi followed by alkylation with iodomethane and subsequent nitration using the same reaction conditions afforded regioselectively 1,2-dimethoxy-3,4-dimethyl-5-nitrobenzene, a known precursor of carbazomycin A: H.-J. Knölker, M. Bauermeister, J. Chem. Soc. Chem. Commun. 1989, 1468; H.-J. Knölker, M. Bauermeister, Helv. Chim. Acta 1993, 76, 2500.
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    • note
    • 2), 111.04 (C), 113.37 (CH), 120.26 (CH), 123.95 (CH), 124.17 (CH), 125.66 (C), 133.10 (C), 137.06 (C), 142.12 (C), 145.62 (C), 172.72 (C=O), 183.46 (C=O).
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    • 13. Y. Shvo, E. Hazum, J. Chem. Soc. Chem. Commun. 1974, 336; H.-J. Knölker, J. Prakt. Chem. 1996, 338, 190.
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