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Volumn , Issue 8, 1999, Pages 689-690

The facile synthesis of α-aryl-α-hydroxy esters via one-pot vicarious nucleophilic substitution and oxidation

Author keywords

[No Author keywords available]

Indexed keywords

BENZALDEHYDE; ESTER DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

EID: 0033591036     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a900986h     Document Type: Article
Times cited : (21)

References (19)
  • 1
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    • Academic Press Inc., London
    • O. N. Chupakhin, V. N. Charushin and H. C. van der Plas, Nucleophilic Aromatic Substitution of Hydrogen, Academic Press Inc., London, 1994. For reviews of aromatic vicarious nucleophilic substitution, see M. Makosza, Chimia, 1994, 48, 499; M. Makosza and J. Winiarski, Acc. Chem. Res., 1987, 20, 282; M. Makosza, Synthesis, 1991, 103; M. Makosza and A. Kwast, J. Phys. Org. Chem., 1998, 11, 341; and ref. 2.
    • (1994) Nucleophilic Aromatic Substitution of Hydrogen
    • Chupakhin, O.N.1    Charushin, V.N.2    Van Der Plas, H.C.3
  • 2
    • 21844524396 scopus 로고
    • O. N. Chupakhin, V. N. Charushin and H. C. van der Plas, Nucleophilic Aromatic Substitution of Hydrogen, Academic Press Inc., London, 1994. For reviews of aromatic vicarious nucleophilic substitution, see M. Makosza, Chimia, 1994, 48, 499; M. Makosza and J. Winiarski, Acc. Chem. Res., 1987, 20, 282; M. Makosza, Synthesis, 1991, 103; M. Makosza and A. Kwast, J. Phys. Org. Chem., 1998, 11, 341; and ref. 2.
    • (1994) Chimia , vol.48 , pp. 499
    • Makosza, M.1
  • 3
    • 0001394911 scopus 로고
    • O. N. Chupakhin, V. N. Charushin and H. C. van der Plas, Nucleophilic Aromatic Substitution of Hydrogen, Academic Press Inc., London, 1994. For reviews of aromatic vicarious nucleophilic substitution, see M. Makosza, Chimia, 1994, 48, 499; M. Makosza and J. Winiarski, Acc. Chem. Res., 1987, 20, 282; M. Makosza, Synthesis, 1991, 103; M. Makosza and A. Kwast, J. Phys. Org. Chem., 1998, 11, 341; and ref. 2.
    • (1987) Acc. Chem. Res. , vol.20 , pp. 282
    • Makosza, M.1    Winiarski, J.2
  • 4
    • 0026012939 scopus 로고
    • O. N. Chupakhin, V. N. Charushin and H. C. van der Plas, Nucleophilic Aromatic Substitution of Hydrogen, Academic Press Inc., London, 1994. For reviews of aromatic vicarious nucleophilic substitution, see M. Makosza, Chimia, 1994, 48, 499; M. Makosza and J. Winiarski, Acc. Chem. Res., 1987, 20, 282; M. Makosza, Synthesis, 1991, 103; M. Makosza and A. Kwast, J. Phys. Org. Chem., 1998, 11, 341; and ref. 2.
    • (1991) Synthesis , pp. 103
    • Makosza, M.1
  • 5
    • 2942615138 scopus 로고    scopus 로고
    • ref. 2
    • O. N. Chupakhin, V. N. Charushin and H. C. van der Plas, Nucleophilic Aromatic Substitution of Hydrogen, Academic Press Inc., London, 1994. For reviews of aromatic vicarious nucleophilic substitution, see M. Makosza, Chimia, 1994, 48, 499; M. Makosza and J. Winiarski, Acc. Chem. Res., 1987, 20, 282; M. Makosza, Synthesis, 1991, 103; M. Makosza and A. Kwast, J. Phys. Org. Chem., 1998, 11, 341; and ref. 2.
    • (1998) J. Phys. Org. Chem. , vol.11 , pp. 341
    • Makosza, M.1    Kwast, A.2
  • 8
    • 1542505642 scopus 로고    scopus 로고
    • N. J. Lawrence, J. Liddle and D. A. Jackson, Synlett, 1996, 55; S. M. Bushell, J. P. Crump, N. J. Lawrence and G. Pineau, Tetrahedron, 1998, 54, 2269.
    • (1996) Synlett , pp. 55
    • Lawrence, N.J.1    Liddle, J.2    Jackson, D.A.3
  • 14
    • 0031052802 scopus 로고    scopus 로고
    • K. Wojciechowski, Synth. Commun., 1997, 27, 135; J.-P. Wulf, K. K. Sienkiewicz, M. Makosza and E. Schmitz, Leibigs Ann. Chem., 1991, 537. Also see ref. 2.
    • (1997) Synth. Commun. , vol.27 , pp. 135
    • Wojciechowski, K.1
  • 18
    • 0345006250 scopus 로고    scopus 로고
    • note
    • We did not try to isolate the benzoic acid which would be produced by the proposed mechanism. We intentionally performed a base wash as part of the work - up to remove any acidic by-products. We will report further on the mechanism in due course.


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