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For a similar approach, see
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a) For a similar approach, see I. Nakamura, Y. Mizushima, Y. Yamamoto, J. Am. Chem. Soc. 2005, 127, 15 022-15 023;
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for related benzofuran syntheses induced by other electrophiles, see the following for leading references and the references therein
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b) for related benzofuran syntheses induced by other electrophiles, see the following for leading references and the references therein: D. Yue, T. Yao, R. C. Larock, J. Org. Chem. 2005, 70, 10 292-10 296;
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For recent syntheses of other bioactive heterocycles by our research group, see a
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I, and related late-transition-metal templates as π-acidic catalysts, see A. Fürstner, P. W. Davies, Angew. Chem. 2007, 119, 3478-3519;
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Although the mechanism shown captures the key features of the transformation, the exact mechanism and the identity of the intermediates involved in these shift processes remains under study
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Although the mechanism shown captures the key features of the transformation, the exact mechanism and the identity of the intermediates involved in these shift processes remains under study.
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The phasing is critical: exploratory experiments suggest that the oxidative cleavage of the trimethylsilylethyl ether is incompatible with a prenyl group already in place, which partly converts into a conjugated diene in the presence of CAN in aqueous MeCN
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The phasing is critical: exploratory experiments suggest that the oxidative cleavage of the trimethylsilylethyl ether is incompatible with a prenyl group already in place, which partly converts into a conjugated diene in the presence of CAN in aqueous MeCN.
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