Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, University College Dublin, Dublin 4, Ireland.
J Org Chem. 2011 Apr 1;76(7):2187-94. doi: 10.1021/jo200023r. Epub 2011 Mar 7.
Herein is described an operationally simple process concerning the observation that, following either inter-, or intramolecular Heck olefination, stirring of the so formed substituted alkenyl product under an atmosphere of hydrogen efficiently effects alkene hydrogenation. Overall this two-operation, one-pot "reductive Heck" sequence is notable since direct reductive Heck processes, using additives such as formate salts, are restricted to a limited range of substrates. In total 25 examples are reported (yields ranging from 0 to 95%), which were selected in order to probe the scope and limitations of this method. Finally, the utility of this sequence was demonstrated in a short synthesis of the calcimimetic agent, cinacalcet.
本文描述了一个操作简单的过程，即在分子间或分子内 Heck 烯烃化反应后，观察到在氢气气氛下搅拌形成的取代烯基产物，可以有效地进行烯烃氢化。总的来说，这个两步反应、一锅“还原 Heck”序列非常显著，因为使用甲酸盐等添加剂的直接还原 Heck 过程仅限于有限的底物范围。总共报道了 25 个实例（产率从 0 到 95%），选择这些实例是为了探究该方法的范围和局限性。最后，该序列在钙敏剂西那卡塞的短合成中得到了应用。
