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1. A part of this work appeared in preliminary communication: Miyashita, K.; Miyabe, H.; Kurozumi, C.; Imanishi, T. Chem. Lett., 1995, 487-488.
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Miyashita, K.1
Miyabe, H.2
Kurozumi, C.3
Imanishi, T.4
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0021251618
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2. For example: Saari, W. S.; Halczenko, W.; Cochran, D. W.; Dobrinska, M. R.; Vincek, W. C.; Titus, D. G.; Gaul, S. L.; Sweet, C. S. J. Med. Chem., 1984, 27, 713-717; Saari, W. S.; Freedman, M. B.; Hartman, R. D.; King, S. W.; Raab, A. W.; Randall, W. C.; Engelhardt, E. L.; Hirschmann, R.; Rosegay, A.; Ludden, C. T.; Scriabine, A. J. Med. Chem., 1978, 21, 746-753; Ramalingam, K.; Woodard, R. W. Tetrahedron Lett., 1985, 26, 1135-1136; Walsh, J. J.; Metzler, D. E.; Powell, D.; Jacobson, R. A. J. Am. Chem. Soc., 1980, 102, 7136-7138.
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Saari, W.S.1
Halczenko, W.2
Cochran, D.W.3
Dobrinska, M.R.4
Vincek, W.C.5
Titus, D.G.6
Gaul, S.L.7
Sweet, C.S.8
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3
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0018194551
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2. For example: Saari, W. S.; Halczenko, W.; Cochran, D. W.; Dobrinska, M. R.; Vincek, W. C.; Titus, D. G.; Gaul, S. L.; Sweet, C. S. J. Med. Chem., 1984, 27, 713-717; Saari, W. S.; Freedman, M. B.; Hartman, R. D.; King, S. W.; Raab, A. W.; Randall, W. C.; Engelhardt, E. L.; Hirschmann, R.; Rosegay, A.; Ludden, C. T.; Scriabine, A. J. Med. Chem., 1978, 21, 746-753; Ramalingam, K.; Woodard, R. W. Tetrahedron Lett., 1985, 26, 1135-1136; Walsh, J. J.; Metzler, D. E.; Powell, D.; Jacobson, R. A. J. Am. Chem. Soc., 1980, 102, 7136-7138.
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J. Med. Chem.
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Saari, W.S.1
Freedman, M.B.2
Hartman, R.D.3
King, S.W.4
Raab, A.W.5
Randall, W.C.6
Engelhardt, E.L.7
Hirschmann, R.8
Rosegay, A.9
Ludden, C.T.10
Scriabine, A.11
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4
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0021967283
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2. For example: Saari, W. S.; Halczenko, W.; Cochran, D. W.; Dobrinska, M. R.; Vincek, W. C.; Titus, D. G.; Gaul, S. L.; Sweet, C. S. J. Med. Chem., 1984, 27, 713-717; Saari, W. S.; Freedman, M. B.; Hartman, R. D.; King, S. W.; Raab, A. W.; Randall, W. C.; Engelhardt, E. L.; Hirschmann, R.; Rosegay, A.; Ludden, C. T.; Scriabine, A. J. Med. Chem., 1978, 21, 746-753; Ramalingam, K.; Woodard, R. W. Tetrahedron Lett., 1985, 26, 1135-1136; Walsh, J. J.; Metzler, D. E.; Powell, D.; Jacobson, R. A. J. Am. Chem. Soc., 1980, 102, 7136-7138.
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(1985)
Tetrahedron Lett.
, vol.26
, pp. 1135-1136
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Ramalingam, K.1
Woodard, R.W.2
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5
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0000003184
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2. For example: Saari, W. S.; Halczenko, W.; Cochran, D. W.; Dobrinska, M. R.; Vincek, W. C.; Titus, D. G.; Gaul, S. L.; Sweet, C. S. J. Med. Chem., 1984, 27, 713-717; Saari, W. S.; Freedman, M. B.; Hartman, R. D.; King, S. W.; Raab, A. W.; Randall, W. C.; Engelhardt, E. L.; Hirschmann, R.; Rosegay, A.; Ludden, C. T.; Scriabine, A. J. Med. Chem., 1978, 21, 746-753; Ramalingam, K.; Woodard, R. W. Tetrahedron Lett., 1985, 26, 1135-1136; Walsh, J. J.; Metzler, D. E.; Powell, D.; Jacobson, R. A. J. Am. Chem. Soc., 1980, 102, 7136-7138.
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(1980)
J. Am. Chem. Soc.
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Walsh, J.J.1
Metzler, D.E.2
Powell, D.3
Jacobson, R.A.4
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6
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0019418763
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3. For example: Shoji, J.; Ninoo, H.; Kato, T.; Nakauchi, K.; Matsuura, S.; Mayama, M.; Yasuda, Y.; Kawamura, Y. J. Antibiotics, 1981, 34, 374-380; Morimoto, K.; Shimada, N.; Naganawa, H.; Takita, T.; Umezawa, H. J. Antibiotics, 1981, 34, 1615-1618; Fukushima, K.; Arai, T.; Mori, Y.; Tsuboi, M.; Suzuki, M. J. Antibiotics, 1983, 36, 1613-1630; Mori, T.; Takahashi, K.; Kashiwabara, M.; Uemura, D.; Katayama, C.; Iwadare, S.; Shizuri, Y.; Mitomo, R.; Nakano, F.; Matsuzaki, A. Tetrahedron Lett., 1985, 26, 1073-1076.
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(1981)
J. Antibiotics
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Shoji, J.1
Ninoo, H.2
Kato, T.3
Nakauchi, K.4
Matsuura, S.5
Mayama, M.6
Yasuda, Y.7
Kawamura, Y.8
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7
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0019772514
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3. For example: Shoji, J.; Ninoo, H.; Kato, T.; Nakauchi, K.; Matsuura, S.; Mayama, M.; Yasuda, Y.; Kawamura, Y. J. Antibiotics, 1981, 34, 374-380; Morimoto, K.; Shimada, N.; Naganawa, H.; Takita, T.; Umezawa, H. J. Antibiotics, 1981, 34, 1615-1618; Fukushima, K.; Arai, T.; Mori, Y.; Tsuboi, M.; Suzuki, M. J. Antibiotics, 1983, 36, 1613-1630; Mori, T.; Takahashi, K.; Kashiwabara, M.; Uemura, D.; Katayama, C.; Iwadare, S.; Shizuri, Y.; Mitomo, R.; Nakano, F.; Matsuzaki, A. Tetrahedron Lett., 1985, 26, 1073-1076.
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(1981)
J. Antibiotics
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Morimoto, K.1
Shimada, N.2
Naganawa, H.3
Takita, T.4
Umezawa, H.5
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8
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0021059178
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3. For example: Shoji, J.; Ninoo, H.; Kato, T.; Nakauchi, K.; Matsuura, S.; Mayama, M.; Yasuda, Y.; Kawamura, Y. J. Antibiotics, 1981, 34, 374-380; Morimoto, K.; Shimada, N.; Naganawa, H.; Takita, T.; Umezawa, H. J. Antibiotics, 1981, 34, 1615-1618; Fukushima, K.; Arai, T.; Mori, Y.; Tsuboi, M.; Suzuki, M. J. Antibiotics, 1983, 36, 1613-1630; Mori, T.; Takahashi, K.; Kashiwabara, M.; Uemura, D.; Katayama, C.; Iwadare, S.; Shizuri, Y.; Mitomo, R.; Nakano, F.; Matsuzaki, A. Tetrahedron Lett., 1985, 26, 1073-1076.
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(1983)
J. Antibiotics
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, pp. 1613-1630
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Fukushima, K.1
Arai, T.2
Mori, Y.3
Tsuboi, M.4
Suzuki, M.5
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9
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0021917543
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3. For example: Shoji, J.; Ninoo, H.; Kato, T.; Nakauchi, K.; Matsuura, S.; Mayama, M.; Yasuda, Y.; Kawamura, Y. J. Antibiotics, 1981, 34, 374-380; Morimoto, K.; Shimada, N.; Naganawa, H.; Takita, T.; Umezawa, H. J. Antibiotics, 1981, 34, 1615-1618; Fukushima, K.; Arai, T.; Mori, Y.; Tsuboi, M.; Suzuki, M. J. Antibiotics, 1983, 36, 1613-1630; Mori, T.; Takahashi, K.; Kashiwabara, M.; Uemura, D.; Katayama, C.; Iwadare, S.; Shizuri, Y.; Mitomo, R.; Nakano, F.; Matsuzaki, A. Tetrahedron Lett., 1985, 26, 1073-1076.
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(1985)
Tetrahedron Lett.
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Mori, T.1
Takahashi, K.2
Kashiwabara, M.3
Uemura, D.4
Katayama, C.5
Iwadare, S.6
Shizuri, Y.7
Mitomo, R.8
Nakano, F.9
Matsuzaki, A.10
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10
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0000049313
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and references cited therein
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4. Paul, P. K. C.; Sukumar, M.; Bardi, R.; Piazzesi, A. M.; Valle, G.; Toniolo, C.; Balaram, P. J. Am. Chem. Soc., 1986, 108, 6363-6370 and references cited therein.
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5. For recent review for asymmetric synthesis of α-amino acids by α-alkylation: O'Donnell, M. J.; Wu, S.; Huffman, J. C. Tetrahedron, 1994, 50, 4507-4518.
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85030270387
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For instance, it is known that 3-O-methylpyridoxal does not exhibit non-enzymatic transamination: see ref. 9
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7. For instance, it is known that 3-O-methylpyridoxal does not exhibit non-enzymatic transamination: see ref. 9.
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15
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33947455624
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We selected a pyridine ring as a basic skeleton by taking into account of the chelation ability of the nitro group with hard metal ions
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12. Pyridoxal model having a nitrobenzene-ring instead of a pyridine-ring was reported to show non-enzymatic transamination activity [Ikawa, M.; Snell, E. E. J. Am. Chem. Soc., 1954, 76, 653-655]. We selected a pyridine ring as a basic skeleton by taking into account of the chelation ability of the nitro group with hard metal ions.
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