4.8 Article

Titanium(IV) Halide Mediated Coupling of Alkoxides and Alkynes: An Efficient and Stereoselective Route to Trisubstituted (E)-Alkenyl Halides

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ORGANIC LETTERS
卷 11, 期 12, 页码 2647-2649

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AMER CHEMICAL SOC
DOI: 10.1021/ol900669t

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  1. American Chemical Society Petroleum Research Fund
  2. U.S. Department of Energy
  3. Robert H. Cole Foundation

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Alkoxide C-O bond cleavage occurs readily at room temperature in the presence of titanium(IV) halide. Capture of the resultant carbocation by alkynes provides an efficient route to trisubstituted (E)-alkenyl halides with high stereoselectivity.

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