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30744433368
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during the preparation of this manuscript, we became aware of a completed synthesis of 1: c) J. Chen, X. Chen, M. Bois-Choussy, J. Zhu, J. Am. Chem. Soc. 2006, 128, 87.
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C. Cuevas, M. Pérez, M. J. Martín, J. L. Chicharro, C. Fernández-Rivas, M. Flores, A. Francesch, P. Gallego, M. Zarzuelo, F. de la Calle, J. García, C. Polanco, I. Rodríguez, I. Manzanares, Org. Lett. 2000, 2, 2545.
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12
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16844386126
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For a previous example in the context of a total synthesis, see: C. Chan, R. Heid, S. Zheng, J. Guo, B. Zhou, T. Furuuchi, S. J. Danishefsky, J. Am. Chem. Soc. 2005, 127, 4596.
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24744469211
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For an example of an anti renieramycin compound, see: J. W Lane, Y. Chen, R. M. Williams, J. Am. Chem. Soc. 2005, 127, 12684.
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0141712450
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b) K. B. Sharpless, W. Amberg, Y. L. Bennani, G. A. Crispino, J. Hartung, K.-S. Jeong, H.-L. Kwong, K. Morikawa, Z.-M. Wang, D. Xu, X.-L. Zhang, J. Org. Chem. 1992, 57, 2768;
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16
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33845279318
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17
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33746315252
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See following Communication in this issue: S. Zheng, C. Chan, T. Furuuchi, B. J. D. Wright, B. Zhou, J. Guo, S. J. Danishefsky, Angew. Chem. 2006, 118, 1786;
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Danishefsky, S.J.7
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20
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33746317649
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note
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3, c = 1)]. However, in the end, unequivocal support of our hypothesis was obtained through a crystal structure of anti pentacyclic compound de-Bn-20, fully verifying its assigned structure.
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22
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0028205262
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b) A. McKillop, R. J. K. Taylor, R. J. Watson, N. Lewis, Synthesis 1994, 31.
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McKillop, A.1
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Lewis, N.4
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23
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0000740766
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M. J. Burk, J. E. Feaster, W. A. Nugent, R. L. Harlow, J. Am. Chem. Soc. 1993, 115, 10125.
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Burk, M.J.1
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Nugent, W.A.3
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24
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33746302099
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note
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3).
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25
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33746312151
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note
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Attempts to perform a Jeffery-Heck reaction on a hexasubstituted precursor of the type 30 were unsuccessful. The chemistry was thus initially done at the pentasubstituted stage, and the sixth substituent was introduced later.
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26
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33746272040
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note
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3, c = 1).
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27
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33746316051
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note
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2OBn, attack occurs at the β face of C3 (leaving the C3 proton α in the product).
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