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33645384642
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note
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2Si: C, 66.60; H, 10.11.ound: C, 66.20; H, 10.17.
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31
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33645400590
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note
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Only the hydroacylated product 5a was obtained and gave 70% isolated yield when the reaction of 4-hydroxybenzaldehyde (1a) and triethylvinylsilane (2a) was carried out at 130 °C for 5 h under the same catalytic system.
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32
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33645392475
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note
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3RhCl(3), a quantitative yield of benzaldehyde was determined by GCMS. This result implies that the iridium catalyst favors β-hydrogen elimination over β-silyl elimination on the contrary to the rhodium catalyst.
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41
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33645398315
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note
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2, n-hexane-EtOAc = 15:1) to afford 41.8 mg (93%) of benzyloxytrimethylsilane (6a).
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42
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33645380115
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note
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2. For a GC analysis, the crude mixture was filtered through a small plug of silica gel to remove the catalyst. The conversion yield, as determined by a GC analysis, was 100%.
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43
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3042673565
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For a review on selective deprotection of silyl ether, see: Crouch, R. D. Tetrahedron 2004, 60, 5833.
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Crouch, R.D.1
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