Davenport Research Laboratories, Department of Chemistry, University of Toronto , 80 St. George Street, Toronto, Ontario, M5S 3H6, Canada.
Org Lett. 2013 Jun 21;15(12):3150-3. doi: 10.1021/ol4013712. Epub 2013 Jun 4.
A mild copper-catalyzed Chan-Lam-Evans type cross-coupling reaction for the regioselective and stereospecific preparation of (E)- or (Z)-enol esters is described. The method couples carboxylate salts or carboxylic acids with potassium alkenyltrifluoroborate salts in the presence of catalytic CuBr and DMAP with 4 Å molecular sieves under O2 at 60 °C. Overall, this method demonstrates carboxylic acids as suitable reaction partners for nondecarboxylative copper-catalyzed cross-couplings to form C-O bonds in an Ullmann-like reaction.
一种温和的铜催化 Chan-Lam-Evans 型交叉偶联反应,用于(E)-或(Z)-烯醇酯的区域选择性和立体选择性制备。该方法在氧气存在下,在 60°C 时,使用催化量的 CuBr 和 DMAP 与 4 Å 分子筛,将羧酸盐或羧酸与烯基三氟硼酸钾盐偶联。总的来说,该方法证明羧酸是合适的反应伙伴,用于非脱羧铜催化交叉偶联,以在类似于 Ullmann 的反应中形成 C-O 键。