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For a review on [4 + 2] benzannulation, see: (g) Patil, N. T.; Yamamoto, Y. Arkivoc 2007, (v), 6-19.
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For examples of surrogates of all carbon 1,4-dipoles, see: (a) Zhu, X.-F.; Lan, J.; Kwon, O. J. Am. Chem. Soc. 2003, 125, 4716-4717.
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We have previously reported a study involving the generation and cyclization of Au-containing all-carbon 1,6-dipoles, see: Wang, S.; Zhang, L. J. Am. Chem. Soc. 2006, 128, 14274-14275.
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The reaction between an electrophile and an alkenylgold is most likely involving the attack of the electrophile by the alkene π-electrons accompanied by simultaneous Au-C bond cleavage. For selected examples, see: (a) Shi, Z, He, C. J. Am. Chem. Soc. 2004, 126, 5964-5965
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The reaction between an electrophile and an alkenylgold is most likely involving the attack of the electrophile by the alkene π-electrons accompanied by simultaneous Au-C bond cleavage. For selected examples, see: (a) Shi, Z.; He, C. J. Am. Chem. Soc. 2004, 126, 5964-5965.
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Reference 5
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For the first study of Au-catalyzed cyclization of propargylic ketones, see
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For the first study of Au-catalyzed cyclization of propargylic ketones, see: Hashmi, A. S. K.; Schwarz, L.; Choi, J.-H.; Frost, T. M. Angew. Chem., Int. Ed. 2000, 39, 2285-2288.
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39049109062
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The use of the polar 2-benzenesulfonylethyl group to protect indole is to facilitate product purification
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The use of the polar 2-benzenesulfonylethyl group to protect indole is to facilitate product purification.
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(a) Li, G.; Zhang, L. Angew. Chem., Int. Ed. 2007, 46, 5156-5159.
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Li, G.1
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39049113258
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The expected cis ring fusion of 3 was supported by 1D NOESY.
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The expected cis ring fusion of 3 was supported by 1D NOESY.
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31
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39049165056
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These substituted ketones 4 were prepared diastereomerically pure; see the Supporting Information for details.
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These substituted ketones 4 were prepared diastereomerically pure; see the Supporting Information for details.
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32
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39049104993
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The diastereomers were not separable. In the case of 5c, 1D NOESY studies indicated that the isomer with the Me group residing on the concave side of the tetracycle was the major one.
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The diastereomers were not separable. In the case of 5c, 1D NOESY studies indicated that the isomer with the Me group residing on the concave side of the tetracycle was the major one.
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