Copper-promoted coupling of vinyl boronates and alcohols: a mild synthesis of allyl vinyl ethers.

作者: Ryan E. Shade , Alan M. Hyde , John-Carl Olsen , Craig A. Merlic

DOI: 10.1021/JA907982W

关键词: CopperPinacolTriethylamineCoupling (electronics)EnolStereospecificityChemistryYield (chemistry)Organic chemistryChemoselectivity

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

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