elaborate the hydropyran ring of gelsemine from the endo-oriented nitrile substituent of pentacyclic Heck product 18 were unsuccessful. Important steps in the ultimately successful route to (+/-)-gelsemine (1) are as follows: (a) intramolecular Heck reaction of tricyclic beta-methoxy alpha,beta-unsaturated 2-iodoanilide 68 in the presence of silver phosphate to form pentacyclic product 69 having the
衍生自氮杂
三环 [4.4.0.0(2,8)]
癸酮 5 的 α,β-不饱和 2-卤代
苯胺的分子内 Heck 反应有效地安装了gelsemine 的拥挤螺环
吲哚功能。根据 Heck 反应条件和 β 取代基的性质,主要形成具有天然或非天然螺环
吲哚基团构型的产物。试图从五环 Heck 产物 18 的内向腈取代基中精心制作gelsemine 的氢
吡喃环的努力没有成功。最终成功获得 (+/-)-gelsemine (1) 的重要步骤如下: (a)
三环 β-甲氧基 α 的分子内 Heck 反应,