绣线菊碱C、D关键BCD三环中间体的不对称合成

摘要

从易于制备的非手性烯丙醇化合物出发,以经典的的Sharpless不对称环氧化为关键反应构建烯丙仲醇手性中心,共经10步线性步骤以28.6%的总收率首次实现了绣线菊碱C、D全合成路线中BCD三环中间体(-)-4的不对称合成,该合成路线中涉及3个新化合物,其结构经1H NMR, 13C NMR和HR-MS(ESI)表征.%Starting from the known and easily available allylic alcohol compound, a 10-step asymmetric synthetic route for preparation of BCD tricyclic precursor of spiramine C/D, (-)-4, was successfully developed in a total yield of 28.6%, which features a highly effective Sharpless asymmetric epoxidation to built the key chiral center of secondary allylic alcohol as the key step.Three new compounds were involved in the synthetic route.The structures were characterized by 1H NMR, 13C NMR and HR-MS(ESI).