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22
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0032486789
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The absolute stereochemistry of pinnatoxin B was determined by Kishi et al. see: J.A. McCauley, K. Nagasawa, P.A. Lander, S.G. Mischke, M.A. Semones, and Y. Kishi J. Am. Chem. Soc. 120 1998 7647
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Semones, M.A.5
Kishi, Y.6
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28
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4644370119
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note
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The chiral epoxide 3 was readily prepared from 3-butyn-1-ol for four steps
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32
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4644366929
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note
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1H NMR spectra of the TES ethers of 12 was quite similar to that of TBS ethers 13, and the TES ether of 12a was corresponding to 13a. These results suggested that the stereochemistry at C-15 of 11, 12, and the TES ether of 12 should be corresponding to 13, and 11a, 12a, and the TES ether of 12a should have the same configuration to 13a
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33
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4644368406
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note
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+ 654.3952
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34
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4644329639
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note
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-1, T = 293 K. The final R value is 0.073 for 2967 independent reflections with I > 1.5σI and 542 parameters
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