含氢键给体的手性有机小分子催化反应一直是不对称有机催化领域的研究热点与前沿,尽管人们研究发展了众多的含氢键给体的手性有机小分子催化剂，并成功应用于手性化合物的合成，但是迄今为止，这些手性有机小分子催化剂仍没法解决很多具有挑战性的不对称反应的反应活性及选择性问题。本项目拟在前期研究基础上，设计合成一类新型的具有更高催化活性和高对映选择性的含联苯烯二酚骨架的手性有机小分子催化剂，并应用于具有挑战性的不对称Diels-Alder反应和共轭加成反应中；通过催化剂催化活性和对映选择性的筛选，总结归纳催化剂的空间位阻和电子效应等精细结构对催化剂性能的影响规律。此举不仅可以提供新型高效的有机催化剂及其合成方法，为日后发展新型手性有机小分子催化剂以及解决很多具有挑战性的新的不对称反应提供了一定的理论和实验基础，而且可以丰富不对称催化领域的基础理论和应用知识，促进相关学科和产业的创新发展。

Enantioselective synthesis with chiral hydrogen-bond donors has been recognizing as a frontier of research in the field of asymmetric catalysis. As this research area matures, numerous classes of hydrogen-bond donors have been prepared and successfully utilized in a variety of asymmetric reactions. However, a lot of challenging asymmetric transformations still cannot be solved with these known hydrogen-bond donor catalysts. Thus, in this research proposal, we aim to design and synthesize a novel class of hydrogen-bond donors with biphenylenediol scaffolds, applied in challenging asymmetric Diels-Alder reaction and conjugate addition. Furthermore, we aim to identify the influence of steric and electronic environments surrounding the active site of the catalyst to activity and selectivity, to inspire the design of new H-bond acid catalysts and suggest new reactions and reaction partners for enantioselective catalysis. These research results will provide theoretical and experimental basis for the area of asymmetric catalysis.