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1
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84937419962
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Cragg, G. M.; Kingston, D. G. I.; Newman, D. J., Eds.; CRC Press LLC: Boca Raton FL
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For recent reviews on the chemistry and biology of epothilones, see, for example: (a) Höfle, G.; Reichenbach, H. In Anticancer Agents from Natural Products; Cragg, G. M.; Kingston, D. G. I.; Newman, D. J., Eds.; CRC Press LLC: Boca Raton FL, 2005, 413-450.
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Höfle, G.1
Reichenbach, H.2
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(f) Nicolaou, K. C.; Roschangar, F.; Vourloumis, D. Angew. Chem. Int. Ed. 1998, 37, 2014.
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7
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0029049468
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Bollag, D. M.; McQueney, P. A.; Zhu, J.; Hensens, O.; Koupal, L.; Liesch, J.; Goetz, M.; Lazarides, E.; Woods, C. M. Cancer Res. 1995, 55, 2325.
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Goetz, M.7
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Hardt, I.H.1
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Sasse, F.4
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Höfle, G.6
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9
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33745405004
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For some recent examples, see: (a) Nicolaou, K. C.; Pratt, B. A.; Arseniyadis, S.; Wartmann, M.; O'Brate, A.; Giannakakou, P. ChemMedChem 2006, 1, 41.
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Nicolaou, K.C.1
Pratt, B.A.2
Arseniyadis, S.3
Wartmann, M.4
O'Brate, A.5
Giannakakou, P.6
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10
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0038339582
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(b) Yoshimura, F.; Rivkin, A.; Gabarda, A. E.; Chou, T.-C.; Dong, H.; Sukenick, G.; Morel, F. F.; Taylor, R. E.; Danishefsky, S. J. Angew. Chem. Int. Ed. 2003, 42, 2518.
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Yoshimura, F.1
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Gabarda, A.E.3
Chou, T.-C.4
Dong, H.5
Sukenick, G.6
Morel, F.F.7
Taylor, R.E.8
Danishefsky, S.J.9
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11
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-
0043032712
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(c) Nicolaou, K. C.; Sasmal, P. K.; Rassias, G.; Reddy, M. V.; Altmann, K.-H.; Wartmann, M.; O'Brate, A.; Giannakakou, P. Angew. Chem. Int. Ed. 2003, 42, 3515.
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Nicolaou, K.C.1
Sasmal, P.K.2
Rassias, G.3
Reddy, M.V.4
Altmann, K.-H.5
Wartmann, M.6
O'Brate, A.7
Giannakakou, P.8
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12
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0037151663
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(d) Biswas, K.; Lin, H.; Njardson, J. T.; Chappell, M. D.; Chou, T.-C.; Guan, Y.; Tong, W. P.; He, L.; Horwitz, S. B.; Danishefsky, S. J. J. Am. Chem. Soc. 2002, 124, 9825.
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Biswas, K.1
Lin, H.2
Njardson, J.T.3
Chappell, M.D.4
Chou, T.-C.5
Guan, Y.6
Tong, W.P.7
He, L.8
Horwitz, S.B.9
Danishefsky, S.J.10
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13
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30444438771
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(a) Cachoux, F.; Isarno, T.; Wartmann, M.; Altmann, K.-H. ChemBioChem 2006, 7, 54.
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ChemBioChem
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Cachoux, F.1
Isarno, T.2
Wartmann, M.3
Altmann, K.-H.4
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14
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28044438972
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(b) Cachoux, F.; Isarno, T.; Wartmann, M.; Altmann, K.-H. Angew. Chem. Int. Ed. 2005, 44, 7469.
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Cachoux, F.1
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Wartmann, M.3
Altmann, K.-H.4
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15
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0034684787
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(c) Altmann, K.-H.; Bold, G.; Caravatti, G.; Flörsheimer, A.; Guagnano, V.; Wartmann, M. Bioorg. Med. Chem. Lett. 2000, 10, 2765.
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Altmann, K.-H.1
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Guagnano, V.5
Wartmann, M.6
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16
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33745332458
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The clogP values for the most relevant compounds are as follows: Epo A, 3.256; Epo B, 3.703; 3, 2.871;, 1, 4.154 (calculated with the Molinspiration Desktop Property Calculator from Molinspiration Cheminformatics: http://www.molinspiration.com/docu/mipc/index.html).
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17
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0035955176
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(a) Nicolaou, K. C.; Namoto, K.; Ritzen, A.; Ulven, T.; Shoji, M.; Li, J.; D'Amico, G.; Liotta, D.; French, C. T.; Wartmann, M.; Altmann, K.-H.; Giannakakou, P. J. Am. Chem. Soc. 2001, 123, 9313.
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Nicolaou, K.C.1
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Ulven, T.4
Shoji, M.5
Li, J.6
D'Amico, G.7
Liotta, D.8
French, C.T.9
Wartmann, M.10
Altmann, K.-H.11
Giannakakou, P.12
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18
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0035825486
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(b) Nicolaou, K. C.; Namoto, K.; Li, J.; Ritzen, A.; Ulven, T.; Shoji, M.; Zaharevitz, D.; Gussio, R.; Sackett, D. L.; Ward, R. D.; Hensler, A.; Fojo, T.; Giannakakou, P. ChemBioChem 2001, 2, 69.
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Nicolaou, K.C.1
Namoto, K.2
Li, J.3
Ritzen, A.4
Ulven, T.5
Shoji, M.6
Zaharevitz, D.7
Gussio, R.8
Sackett, D.L.9
Ward, R.D.10
Hensler, A.11
Fojo, T.12
Giannakakou, P.13
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19
-
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0034202896
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(c) Johnson, J.; Kim, S. H.; Bifano, M.; DiMarco, J.; Fairchild, C.; Gougoutas, J.; Lee, F.; Long, B.; Tokarski, J.; Vite, G. Org. Lett. 2000, 2, 1537.
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Johnson, J.1
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DiMarco, J.4
Fairchild, C.5
Gougoutas, J.6
Lee, F.7
Long, B.8
Tokarski, J.9
Vite, G.10
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20
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0034671064
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Charette, A. B.; Francoeur, S.; Martel, J.; Wilb, N. Angew. Chem. Int. Ed. 2000, 39, 4539.
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Charette, A.B.1
Francoeur, S.2
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Wilb, N.4
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21
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49649141705
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(a) Mende, U.; Radüchel, B.; Skuballa, W.; Vorbrüggen, H. Tetrahedron Lett. 1975, 9, 629.
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0345871990
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(a) Lorenz, J. C.; Long, J.; Yang, Z.; Xue, S.; Xie, Y.; Shi, Y. J. Org. Chem. 2004, 69, 327.
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Lorenz, J.C.1
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Xue, S.4
Xie, Y.5
Shi, Y.6
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24
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0032548133
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(b) Yang, Z.; Lorenz, J. C.; Shi, Y. Tetrahedron Lett. 1998, 39, 8621.
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Yang, Z.1
Lorenz, J.C.2
Shi, Y.3
-
25
-
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0029090884
-
-
For other examples of stereoselective cyclopropanations of homoallylic alcohols see: Mohr, P. Tetrahedron Lett. 1995, 36, 7221.
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(1995)
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-
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Mohr, P.1
-
26
-
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33745384785
-
-
note
-
6 and is based on the ratio of integrals observed for the signals of the isolated aromatic proton of the benzimidazole moiety (i.e., the proton ortho to the unsubstituted nitrogen of the imidazole ring). No signal splitting was observed for any other well-resolved signal.
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-
-
-
27
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0030779208
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15c which likewise showed poor biological activity. (a) Nicolaou, K. C.; Vourloumis, D.; Li, T.; Pastor, J.; Winssinger, N.; He, Y.; Ninkovic, S.; Sarabia, F.; Vallberg, H.; Roschangar, F.; King, N. P.; Finlay, M. R.; Giannakakou, P.; Verdier-Pinard, P.; Hamel, E. Angew. Chem., Int. Ed. Engl. 1997, 36, 2097.
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Angew. Chem., Int. Ed. Engl.
, vol.36
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Nicolaou, K.C.1
Vourloumis, D.2
Li, T.3
Pastor, J.4
Winssinger, N.5
He, Y.6
Ninkovic, S.7
Sarabia, F.8
Vallberg, H.9
Roschangar, F.10
King, N.P.11
Finlay, M.R.12
Giannakakou, P.13
Verdier-Pinard, P.14
Hamel, E.15
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28
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85009018485
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(b) Altmann, K.-H.; Bold, G.; Caravatti, G.; Denni, D.; Flörsheimer, A.; Schmidt, A.; Rihs, G.; Wartmann, M. Helv. Chim. Acta 2002, 85, 4086.
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Helv. Chim. Acta
, vol.85
, pp. 4086
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Altmann, K.-H.1
Bold, G.2
Caravatti, G.3
Denni, D.4
Flörsheimer, A.5
Schmidt, A.6
Rihs, G.7
Wartmann, M.8
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29
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13144256781
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(c) Nicolaou, K. C.; Finlay, M. R.; Ninkovic, S.; King, N. P.; He, Y.; Li, T.; Sarabia, F.; Vourloumis, D. Chem. Biol. 1998, 5, 365.
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Nicolaou, K.C.1
Finlay, M.R.2
Ninkovic, S.3
King, N.P.4
He, Y.5
Li, T.6
Sarabia, F.7
Vourloumis, D.8
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30
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0001616071
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Inanaga, J.; Hirata, K.; Saeki, H.; Katsuki, T.; Yamaguchi, M. Bull. Chem. Soc. Jpn. 1979, 52, 1989.
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Inanaga, J.1
Hirata, K.2
Saeki, H.3
Katsuki, T.4
Yamaguchi, M.5
-
31
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0035807553
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Confer, for example: Paterson, I.; De Savi, C.; Tudge, M. Org. Lett. 2001, 3, 3149.
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(2001)
Org. Lett.
, vol.3
, pp. 3149
-
-
Paterson, I.1
De Savi, C.2
Tudge, M.3
-
32
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33745406323
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-
note
-
7a The corresponding values for 1a are 26.9 ± 5.3 nM (KB-31) and 35.9 ± 6.9 nM (KB-8511).
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