Copper-Promoted Coupling of Vinyl Boronates and Alcohols: A Mild Synthesis of Allyl Vinyl Ethers

Copper-Promoted Coupling of Vinyl Boronates and Alcohols: A Mild Synthesis of Allyl Vinyl Ethers
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DOI:
10.1021/ja907982w
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发表时间:
2010-02-03
影响因子:
15
通讯作者:
Merlic, Craig A.
Merlic, Craig A.
中科院分区:
化学1区
文献类型:
--
作者:
Shade, Ryan E.;Hyde, Alan M.;Merlic, Craig A.

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A copper-promoted coupling of vinyl pinacol boronate esters and alcohols for the synthesis of enol ethers is reported. The reaction occurs In 50-99% yield and is compatible with a variety of functional groups. Cupric acetate is the copper Source, and triethylamine buffer is used to prevent protodeboration; the reaction occurs at room temperature. In addition to excellent chemoselectivity, the reaction is stereospecific.