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21
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53549106518
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3AuOTf] gave desired oxatricyclic species 3 in a 25% yield.
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3AuOTf] gave desired oxatricyclic species 3 in a 25% yield.
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22
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33646576245
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2/CO catalysis, see a A. Fürstner, C. Aïssa, J. Am. Chem. Soc. 2006, 128, 6306;
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2/CO catalysis, see a) A. Fürstner, C. Aïssa, J. Am. Chem. Soc. 2006, 128, 6306;
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34250214981
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d) H.-K. Chang, S. Datta, A. Das, R.-S. Liu, Angew. Chem. 2007, 119, 4828;
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27
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53549103473
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1H NOE spectra of key compounds are provided in the Supporting Information.
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1H NOE spectra of key compounds are provided in the Supporting Information.
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28
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53549102920
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2/CO-catalyzed cyclization of 4c with 1-methylstyrene in hot toluene. See the leading paper: N. Asao, T. Kasahara, Y. Yamamoto, Angew. Chem. 2003, 115, 3628;
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2/CO-catalyzed cyclization of 4c with 1-methylstyrene in hot toluene. See the leading paper: N. Asao, T. Kasahara, Y. Yamamoto, Angew. Chem. 2003, 115, 3628;
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29
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0042531738
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3504.Chemical Equation Presented
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Angew. Chem. Int. Ed. 2003, 42, 3504.(Chemical Equation Presented)
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Angew. Chem. Int. Ed
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36649015561
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For the mechanism of formation of chrysene 7, see A. Das, H.-H. Liao R.-S. Liu, J. Org. Chem. 2007, 72, 9214.
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For the mechanism of formation of chrysene 7, see A. Das, H.-H. Liao R.-S. Liu, J. Org. Chem. 2007, 72, 9214.
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31
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38949204035
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For similar observations, see a
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For similar observations, see a) Y.-G. Hsu, S. Datta, C.-M. Ting, R.-S. Liu, Org. Lett. 2008, 10, 521;
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53549111226
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b) S. Porcel, V. Löpez-Carrilo, C. Garcia-Yebra, A. M. Echavarren, Angew. Chem. 2008, 120, 1909;
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34
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33646447353
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For formation of 1H-isochromenes from hydroalkoxylation of alkyne, see reference [5e] and selected examples: a X. Yao, C.-J. Li, Org. Lett. 2006, 8, 1953;
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For formation of 1H-isochromenes from hydroalkoxylation of alkyne, see reference [5e] and selected examples: a) X. Yao, C.-J. Li, Org. Lett. 2006, 8, 1953;
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35
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0037028560
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b) N. Asao, T. Nogami, K. Takahashi, Y. Yamamoto, J. Am. Chem. Soc. 2002, 124, 764;
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c) N. Asao, C. S. Chan, K. Takahashi, Y. Yamamoto, Tetrahedron 2005, 61, 11322.
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37
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53549090326
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The calculations were done with Gaussian-98 package at level B3LYP/6-31 + G*; details are provided in the Supporting information.
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The calculations were done with Gaussian-98 package at level B3LYP/6-31 + G*; details are provided in the Supporting information.
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38
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33846783006
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For metal-catalyzed addition of a tethered phenol or enol to an enol ether of 1H-isochromenes, see: A. Beeler, S. Su, C. A. Singleton, J. A. Proco, Jr., J. Am. Chem. Soc. 2007, 129, 1413.
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For metal-catalyzed addition of a tethered phenol or enol to an enol ether of 1H-isochromenes, see: A. Beeler, S. Su, C. A. Singleton, J. A. Proco, Jr., J. Am. Chem. Soc. 2007, 129, 1413.
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39
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53549114965
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Ketones are generally inactive toward metal-catalyzed allylation reactions.[1] The high yields of oxatricyclic products 5a-5d may arise from addition of allylsilane to benzopyrilium species C, 11] rather than by the mechanism proposed in Scheme 2. We thank one reviewer for this valuable comment
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[11] rather than by the mechanism proposed in Scheme 2. We thank one reviewer for this valuable comment.
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