碳碳双键不对称羟卤化反应及其在双烯丙醇和双高烯丙醇的去对称化中的应用

本项目主要是对烯丙醇及高烯丙醇的有机小分子催化的不对称羟卤化反应进行研究。通过羟基和硼酸反应得到的硼酸酯然后卤化关环从而将分子间的反应转化为分子内反应以控制反应的区域选择性。通过对奎宁的骨架进行改造，筛选合适的催化剂。并考察反应的溶剂，温度和添加剂对反应的影响。将有机小分子催化的不对称羟卤化反应应用到对双烯丙醇和双高烯丙醇的去对称化反应中，并将得到的光学活性1,3二醇用于对药物Lipitor的合成。

Our research will focus on the asymmetric halohydroxylation of allyl alcohol and homoallyl alcohol catalyzed by organocatalyst. The regioselectivity is controlled by intramolecular halocyclization which is complemented by condesation of alcohol with boronic acid, followed by halocycliztion in one pot. The catalysts will be synthesized by modification of the scaffold of quinine. The effects of solvent, temperature and additive on the enatioselectivity will be systematically studied. Thereafter, application of the asymmetric halohydroxylaiton reaction on desymmetrization of biallyl alcohols and bihomoallyl alcohols will be complemented and the resulted chiral 1,3-diol will be utilized in the total synthesis of Lipitor.