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23
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20444494666
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note
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See Supporting Information for details of characterizations.
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24
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20444491307
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note
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The other six possible conformations would lose either one of the two or both anomerically favored axial oxygen substituents, although some of them can still lead to the observed relative stereochemistry at C2-3.
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25
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20444495417
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note
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It is noteworthy that the elimination product dienone 10 was not found when reactions are run at lower concentrations. This helped providing a more distinct cis:trans ratio. However, dienone 10 is only a real minor product even at concentrations higher than 0.05 M.
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26
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3042570200
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and references therein
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For reference, see: Yamada, H.; Tanigakiuchi, K.; Nagao, K.; Okajima, K.; Mukae, T. Tetrahedron Lett. 2004, 45, 5615 and references therein.
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(c) Villar, F.; Kolly-Kovac, T.; Equey, O.; Renaud, P. Chem.-Eur. J. 2003, 1566.
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Renaud, P.4
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