Catalytic asymmetric total synthesis of caprazamycin, an anti-tuberculosis antibiotic

研究了抗结核抗生素卡普雷霉素的催化不对称全合成。本合成方法可应用于相关化合物的构效关系研究，为了正确地确定卡拉扎霉素的立体化学结构，我们利用了实验室最近报道的催化的对映选择性硝基羟醛和硫代酰胺羟醛缩合反应，新发展的催化不对称3-甲基戊二酸酐醇解反应，以及非对映选择性异氰乙酸酯羟醛缩合反应。在研究过程中，完成了催化不对称全合成Caprazol。

A study on catalytic asymmetric total synthesis of caprazamycin, an anti-TB antibiotic, was conducted. The synthesis would be applied to structure-activity relationship study on the related compounds.To install the correct stereochemistries embedded in the structure of caprazamycin, catalytic enantioselective nitroaldol- and thioamide aldol reactions that have been recently reported from the laboratory, newly developed catalytic asymmetric alcoholysis of 3-methylglutaric anhydride, and diastereoselective isocyanoacetate aldol reaction were utilized. During course of the study, catalytic asymmetric total synthesis of caprazol was accomplished.