手性亚砜具有多方面的用途,其中之一就是作为手性药物。作为手性药物的亚砜化合物绝大部分含有氨基或含氮杂环的结构,对于它们硫醚前体的不对称氧化,钛催化剂体系能够取得良好的结果,而其他催化剂体系不能。本文首先对钛催化不对称硫醚氧化的研究进展做简要的介绍,这些催化剂体系包括钛/酒石酸酯、钛/BINOL及其他二醇、钛/salen,以及其他钛催化体系。进一步对钛催化合成各种手性亚砜药物的研究进展进行比较详细的介绍。这些手性亚砜药物主要作为质子泵抑制剂、抗炎药、抗肿瘤药物、抗生素、血小板黏附抑制剂、抗精神病药、调血脂药、钾离子通道开放剂、神经激肽抑制剂等。
Chiral sulfoxides have a wide range of applications, one of which is used as chiral drugs. The sulfoxides used as chiral drugs mostly contain a structure with amino groups or nitrogen-containing heterocycles. The enantioselective oxidation of their sulfide precursors can be catalyzed by titanium catalyst systems with good results compared with other catalyst systems. This paper briefly introduces the progress of titanium-catalyzed enantioselective sulfide oxidation, the catalyst systems include titanium/tartarate, titanium/BINOL and other diols, titanium/salen, and other titanium catalyst systems. Then this paper further describes the research advances of synthesis of various chiral sulfoxide drugs catalyzed by titanium in detail. These chiral sulfoxide drugs are mainly used as proton pump inhibitors, anti-inflammatory drugs, anti-cancer drugs, antibiotics, platelet adhesion inhibitors, antipsychotic drugs, lipid regulators, potassium channel openers, neurokinin inhibitors, etc.