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For synthetic approaches to cyclobutane nucleosides, see: (a) Slusarchyk, W.; Bisacchi, G. S.; Field, A. K.; Hockstein, D. R.; Jacobs, G. A.; McGeever-Rubin, B.; Tino, J. A.; Tuomari, A. V.; Yamanaka, G. A.; Young, M. G.; Zahler, R. J. Med. Chem. 1992, 35, 1799.
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McGeever-Rubin, B.6
Tino, J.A.7
Tuomari, A.V.8
Yamanaka, G.A.9
Young, M.G.10
Zahler, R.11
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(d) Kaiwar, V.; Reese, C. B.; Gray, E. J.; Neidle, S. J. Chem. Soc. Perkin Trans. 1995, 2281.
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(e) Gharbaoui, T.; Legraverend, M.; Ludwig, O.; Bisagni, E.; Aubertin, A.-M.; Chertanova, L. Tetrahedron 1995, 51, 1641.
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Aubertin, A.-M.5
Chertanova, L.6
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12
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0029157122
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Most of the reported syntheses of cyclopropyl carbocyclic nucleosides are referred to racemic compounds. For the asymmetric synthesis of this class of nucleosides see, for instance: (a) Zhao, Y.; Yang, T.; Lee, M.; Lee, D.; Newton, M. G.; Chu, C. K. J. Org. Chem. 1995, 60, 5236.
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(b) Lee, M.; Lee, D.; Zhao, Y.; Newton, M. G.; Chun, M. W.; Chu, C. K. Tetrahedron 1995, 36, 3499.
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Newton, M.G.4
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Chu, C.K.6
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14
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(a) Cyclobut-G 3 has been found to have anti-HIV activity comparable to that of AZT: Norbeck, D. W. Kern, E.; Hayashi, S.; Rosenbrook, W.; Sham, H.; Herrin, T.; Plattner, J. J.; Erickson, J.; Clement, J.; Swanson, R.; Shipkowitz, N.; Hardy, D.; Marsh, K.; Arnett, G.; Shannon, W.; Broder, S.; Mitsuya, H. J. Med. Chem. 1990, 33, 1281.
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Plattner, J.J.7
Erickson, J.8
Clement, J.9
Swanson, R.10
Shipkowitz, N.11
Hardy, D.12
Marsh, K.13
Arnett, G.14
Shannon, W.15
Broder, S.16
Mitsuya, H.17
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0024262556
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Ashton, W. T.; Canning Meurer, L.; Cantone, C. L.; Field, A. K.; Hannah, J.; Karkas, J. D.; Liou, R.; Patel, G. F.; Perry, H. C.; Wagner, A. F.; Walton, E.; Tolman, R. L. J. Med. Chem. 1988, 31, 2304.
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Liou, R.7
Patel, G.F.8
Perry, H.C.9
Wagner, A.F.10
Walton, E.11
Tolman, R.L.12
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(a) Díaz, M.; Ibarzo, J.; Ortuño, R. M. Tetrahedron: Asymmetry 1994, 5, 37.
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(b) Díaz, M. Branchadell, V.; Oliva, A. Ortuño, R. M. Tetrahedron 1995, 51, 11841.
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(c) Shealy, Y. F.; O'Dell, C. A.; Thorpe, M. C. J. Heterocycl. Chem. 1981, 18, 383.
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23
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0342525374
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Yields of these reactions are usually in the range 15-45%. See, for instance Ref. 6(b)
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12. Yields of these reactions are usually in the range 15-45%. See, for instance Ref. 6(b).
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