Molander Gary A, Yokoyama Yasuo
Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.
J Org Chem. 2006 Mar 17;71(6):2493-8. doi: 10.1021/jo052636k.
The sequential, stereoselective disubstitution of 1,1-dibromoalkenes using a variety of alkenyltrifluoroborates followed by alkyltrifluoroborates in the presence of Pd(PPh3)4 is described. This synthetic method proceeds smoothly in one pot under mild reaction conditions to provide the corresponding trisubstituted, conjugated dienes in excellent yield. Moreover, the method is operationally very simple because the organotrifluoroborates are stable in air, and the byproducts are innocuous inorganic salts.
描述了在Pd(PPh₃)₄存在下，使用多种烯基三氟硼酸盐，然后是烷基三氟硼酸盐，对1,1 - 二溴烯烃进行顺序、立体选择性双取代反应。该合成方法在温和的反应条件下在一个反应釜中顺利进行，以优异的产率提供相应的三取代共轭二烯。此外，该方法操作非常简单，因为有机三氟硼酸盐在空气中稳定，且副产物是无害的无机盐。
