Synthesis of planar chiral ferrocene dicarboxylic acids using a sugar derivative as a resolution tool

Tetrahedron Asymmetry

Volumn 11, Issue 13, 2000, Pages 2823-2833

  Shirakami, Shohei ^a   Itoh, Toshiyuki ^a  

^a OKAYAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

(4,6 O BENZYLIDENE)METHYL ALPHA DEXTRO GLUCOPYRANOSIDE; CARBOHYDRATE DERIVATIVE; DICARBOXYLIC ACID DERIVATIVE; FERROCENE DERIVATIVE; FERROCENE DICARBOXYLIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHIRALITY; CONTROLLED STUDY; ESTERIFICATION; OPTICAL ROTATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0034647951     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(00)00247-0     Document Type: Article

References (26)

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2. For recent reviews, see: (a) Hudson, S. A.; Maitlis, P. M. Chem. Rev. 1993, 93, 861. (b) Miller, J. S.; Epstein, A. J.; Reiff, W. M. Acc. Chem. Res. 1988, 21, 114. (c) Sawamura, M.; Ito, Y. Chem. Rev. 1992, 92, 857. (d) Togni, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 1475. For a review of biologically active iron-containing sandwich compounds: Köpf-Maier, P.; Köpf, H. Chem. Rev. 1987, 87, 1137.
3. For recent reviews, see: (a) Hudson, S. A.; Maitlis, P. M. Chem. Rev. 1993, 93, 861. (b) Miller, J. S.; Epstein, A. J.; Reiff, W. M. Acc. Chem. Res. 1988, 21, 114. (c) Sawamura, M.; Ito, Y. Chem. Rev. 1992, 92, 857. (d) Togni, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 1475. For a review of biologically active iron-containing sandwich compounds: Köpf-Maier, P.; Köpf, H. Chem. Rev. 1987, 87, 1137.
4. For recent reviews, see: (a) Hudson, S. A.; Maitlis, P. M. Chem. Rev. 1993, 93, 861. (b) Miller, J. S.; Epstein, A. J.; Reiff, W. M. Acc. Chem. Res. 1988, 21, 114. (c) Sawamura, M.; Ito, Y. Chem. Rev. 1992, 92, 857. (d) Togni, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 1475. For a review of biologically active iron-containing sandwich compounds: Köpf-Maier, P.; Köpf, H. Chem. Rev. 1987, 87, 1137.
5. For recent reviews, see: (a) Hudson, S. A.; Maitlis, P. M. Chem. Rev. 1993, 93, 861. (b) Miller, J. S.; Epstein, A. J.; Reiff, W. M. Acc. Chem. Res. 1988, 21, 114. (c) Sawamura, M.; Ito, Y. Chem. Rev. 1992, 92, 857. (d) Togni, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 1475. For a review of biologically active iron-containing sandwich compounds: Köpf-Maier, P.; Köpf, H. Chem. Rev. 1987, 87, 1137.
6. For examples of biologically active ferrocenes, see: (a) Köpf-Maier, P.; Köpf, H.; Neuse, E. W. Angew. Chem., Int. Ed. Engl. 1984, 23, 456. (b) Murray, J. H.; Harding, M. M. J. Med. Chem. 1984, 37, 1936. (c) Klimova, Ye. I.; Postnov, V. N.; Meleshonkova, N. N.; Garcia, M. Martines; Zaks, A. S.; Yushkov, V. V. Khim.-Farm. Zh. 1994, 28, 30. (d) Garcîa, M. M.; Pérez, G. E.; Ochoa, F. L.; Cruz-Almanza, R. Tetrahedron 1997, 53, 12369. (e) Tamura, H.; Miwa, M. Chem. Lett. 1997, 1177. (f) Bucci, E.; De Napoli, L.; Du Fabio, G.; Messere, A.; Montesarchio, D.; Romanelli, A.; Piccialli, G.; Varra, M. Tetrahedron 1999, 55, 14435, (g) Itoh, T.; Shirakami, S.; Ishida, N.; Yamashita, Y.; Yoshida, T.; Kim, H.-S.; Wataya, Y. Bioorg. Med. Chem. Lett. 2000, 10, in press, and references cited therein.
7. For examples of biologically active ferrocenes, see: (a) Köpf-Maier, P.; Köpf, H.; Neuse, E. W. Angew. Chem., Int. Ed. Engl. 1984, 23, 456. (b) Murray, J. H.; Harding, M. M. J. Med. Chem. 1984, 37, 1936. (c) Klimova, Ye. I.; Postnov, V. N.; Meleshonkova, N. N.; Garcia, M. Martines; Zaks, A. S.; Yushkov, V. V. Khim.-Farm. Zh. 1994, 28, 30. (d) Garcîa, M. M.; Pérez, G. E.; Ochoa, F. L.; Cruz-Almanza, R. Tetrahedron 1997, 53, 12369. (e) Tamura, H.; Miwa, M. Chem. Lett. 1997, 1177. (f) Bucci, E.; De Napoli, L.; Du Fabio, G.; Messere, A.; Montesarchio, D.; Romanelli, A.; Piccialli, G.; Varra, M. Tetrahedron 1999, 55, 14435, (g) Itoh, T.; Shirakami, S.; Ishida, N.; Yamashita, Y.; Yoshida, T.; Kim, H.-S.; Wataya, Y. Bioorg. Med. Chem. Lett. 2000, 10, in press, and references cited therein.
8. For examples of biologically active ferrocenes, see: (a) Köpf-Maier, P.; Köpf, H.; Neuse, E. W. Angew. Chem., Int. Ed. Engl. 1984, 23, 456. (b) Murray, J. H.; Harding, M. M. J. Med. Chem. 1984, 37, 1936. (c) Klimova, Ye. I.; Postnov, V. N.; Meleshonkova, N. N.; Garcia, M. Martines; Zaks, A. S.; Yushkov, V. V. Khim.-Farm. Zh. 1994, 28, 30. (d) Garcîa, M. M.; Pérez, G. E.; Ochoa, F. L.; Cruz-Almanza, R. Tetrahedron 1997, 53, 12369. (e) Tamura, H.; Miwa, M. Chem. Lett. 1997, 1177. (f) Bucci, E.; De Napoli, L.; Du Fabio, G.; Messere, A.; Montesarchio, D.; Romanelli, A.; Piccialli, G.; Varra, M. Tetrahedron 1999, 55, 14435, (g) Itoh, T.; Shirakami, S.; Ishida, N.; Yamashita, Y.; Yoshida, T.; Kim, H.-S.; Wataya, Y. Bioorg. Med. Chem. Lett. 2000, 10, in press, and references cited therein.
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10. For examples of biologically active ferrocenes, see: (a) Köpf-Maier, P.; Köpf, H.; Neuse, E. W. Angew. Chem., Int. Ed. Engl. 1984, 23, 456. (b) Murray, J. H.; Harding, M. M. J. Med. Chem. 1984, 37, 1936. (c) Klimova, Ye. I.; Postnov, V. N.; Meleshonkova, N. N.; Garcia, M. Martines; Zaks, A. S.; Yushkov, V. V. Khim.-Farm. Zh. 1994, 28, 30. (d) Garcîa, M. M.; Pérez, G. E.; Ochoa, F. L.; Cruz-Almanza, R. Tetrahedron 1997, 53, 12369. (e) Tamura, H.; Miwa, M. Chem. Lett. 1997, 1177. (f) Bucci, E.; De Napoli, L.; Du Fabio, G.; Messere, A.; Montesarchio, D.; Romanelli, A.; Piccialli, G.; Varra, M. Tetrahedron 1999, 55, 14435, (g) Itoh, T.; Shirakami, S.; Ishida, N.; Yamashita, Y.; Yoshida, T.; Kim, H.-S.; Wataya, Y. Bioorg. Med. Chem. Lett. 2000, 10, in press, and references cited therein.
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