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33646234184
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For the synthesis of precursors 3a-d, see the Supporting Information.
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11
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33646254087
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note
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As mentioned by one referee, fragmentation of the tosyl group is probably more affected than the 5-exo-trig cyclization by lowering the temperature due to entropy effects.
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25
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33646236511
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note
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2SePh, at temperatures ranging from -70 °C to rt, led to no reaction.
-
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28
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33646250392
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note
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The exact mechanism of the elimination process 8a → 8b, under such conditions, is unknown, and one cannot exclude the β-elimination of the silicon group through an ionic pathway.
-
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30
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0002325661
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3 group. This probably results from a protonation of the allylsilane moiety under the reaction conditions, followed by a rapid electrophilic 5-exo cycloetherification. For a similar process, see: Akiyama, T.; Ishida, Y. Synlett 1998, 1150-1152. (Equation Presented)
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