具有硅手性中心的有机硅化合物在有机合成、功能材料以及药物化学等领域具有广泛的应用价值。目前基于金属络合物催化的Si-H或Si-C键活化是合成手性有机硅化合物的主要策略。然而，在反应过程中由于金属催化剂与底物氧化加成基元步骤具有不同程度的可逆性而导致获得高立体选择性的去对称化产物仍具有很大的挑战性。针对前手性硅烷去对称化策略不足及立体选择性方面存在的挑战，本项目提出创建需氧仿生有机催化体系对前手性硅化合物进行直接选择性氧化去对称化来合成手性有机硅化合物，并研究去对称化过程中的立体化学控制机制。通过本项目研究，建立基于黄素需氧仿生有机催化氧化去对称化策略，并应用于前手性硅烷去对称化研究。本项目的实施，不仅可以进一步理解黄素需氧仿生氧化过程中的机理，为其他仿生氧化体系的建立奠定研究基础，而且还可以获得具有高应用价值的手性硅烷与手性黄素衍生的系列有机催化剂。

Organic silanes occupy a chiral silicon stereogenic center that can be applied to organic synthesis, functionalized materials, and pharmaceuticals. The current state of the art in desymmetrization of prochiral silanes is based primarily on metal complex-catalyzed Si-H or Si-C bond activation strategies. However, the stereoselectivity of the desymmetrization is still remains a significant challenge, due to the presence of reversibility in elementary step of oxidative addition between metal catalyst and prochiral silane. Due to the limitation of desymmetrization strategy and challenge in stereoselectivity by metal catalysis, direct oxidative desymmetrization of prochiral silanes based on organocatalyzed biomimetic aerobic oxidation strategy is proposed in this study. In this project, flavin-based organocatalyzed biomimetic aerobic oxidative desymmetrization strategy will be designed and apply to desymmetrization of prochiral silanes. This study will lay the foundation for further investigation of other biomimetic reactions by elucidation of the mechanism of stereoselectivity, and will provide a series of chiral flavin-derived organocatalysts and silanes with potential applications.