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27
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0042438148
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note
-
Unlike the model study, nitrile 10 was subjected to the reaction condition without deprotection of the TMS group, which saved one step and provided a better yield.
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28
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0001495283
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32
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0041435767
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note
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Due to the Lewis acidic nature of BzOTf, a number of undesired side products formed rapidly by a combination of deketalization and debenzylation and no starting material was detected.
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-
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33
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0042438147
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note
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15 matrix presented
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34
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0041937209
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note
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The reaction was conducted initially with MeLi to recognize the two isomers. The desired and the undesired isomers were identified by converting both the isomers to scopadulin and 16-epi-scopadulin.
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36
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0000044737
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84984158283
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38
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0042938870
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note
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1H NMR spectra.
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39
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2542433188
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Carlsen, P. H. J.; Katsuki, T.; Martin, V. S.; Sharpless, K. B.J. Org. Chem. 1981, 46, 3936.
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-
40
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0041937208
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note
-
11 because we surmised that the highly acidic nature of the Jones reagent might cause elimination of the tertiary alcohol at C-16.
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41
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0042938869
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note
-
13C NMR spectra from those of natural and synthetic scopadulin.
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