4.8 Article

Highly Regioselective Gold-Catalyzed Ring-Opening Allylation and Azidation of Dihydrofurans

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ORGANIC LETTERS
卷 11, 期 21, 页码 5034-5037

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AMER CHEMICAL SOC
DOI: 10.1021/ol902005e

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  1. Deutsche Forschungsgemeinschaft
  2. European Community

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The ring-opening allylation and azidation of 2,5-dihydrofurans has been accomplished with allyltrimethylsilane or Me3SiN3 in the presence of catalytic amounts of HAuCl4 center dot 3H(2)O, Whereas the allylation proceeds regioselectively in the 2-position to afford 2,6-dien-1-ols, the azidation takes place in the 4-position exclusively.

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