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0000966618
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Initially we performed this oxidation according to the known protocol (NCS/t-BuOK) to give 10 in moderate yield. Use of DBU instead t-BuOK resulted in the substantially improved yield of 10: R.A. Bartsch, and B.R. Cho J. Am. Chem. Soc. 101 1979 3587
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23
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77958019440
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The stereochemistries of 11 and 12 were confirmed by preparation and NOE experiments of cyclic products 1 and 14, respectively
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The stereochemistries of 11 and 12 were confirmed by preparation and NOE experiments of cyclic products 1 and 14, respectively.
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24
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77954844157
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A. Znabet, E. Ruijter, F.J.J. de Kanter, V. Köhler, M. Helliwell, N.J. Turner, and R.V.A. Orru Angew. Chem., Int. Ed. 49 2010 5289 and references cited therein
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Orru, R.V.A.7
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25
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77957986553
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In this case, the starting compound 14 was recovered (33%). The prolonged reaction time or increased reaction temperature resulted in consumption of 14 and more formation of ent-13 than 7
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In this case, the starting compound 14 was recovered (33%). The prolonged reaction time or increased reaction temperature resulted in consumption of 14 and more formation of ent-13 than 7.
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