Li Zhiyang, Li Yichen, Li Xingguang, Wu Mandi, He Ming-Liang, Sun Jianwei
Department of Chemistry, The Hong Kong University of Science and Technology (HKUST) Clear Water Bay Kowloon Hong Kong SAR China
Shenzhen Bay Laboratory Shenzhen 518107 China.
Chem Sci. 2021 Jul 29;12(35):11793-11798. doi: 10.1039/d1sc03324g. eCollection 2021 Sep 15.
A new catalytic asymmetric formal cross dehydrogenative coupling process for the construction of all-aryl quaternary stereocenters is disclosed, which provides access to rarely explored chiral tetraarylmethanes with excellent enantioselectivity. The suitable oxidation conditions and the hydrogen-bond-based organocatalysis have enabled efficient intermolecular C-C bond formation in an overwhelmingly crowded environment under mild conditions. -Quinone methides bearing an -directing group serve as the key intermediate. The precise loading of DDQ is critical to the high enantioselectivity. The chiral products have also been demonstrated as promising antiviral agents.
公开了一种用于构建全芳基季立体中心的新型催化不对称形式交叉脱氢偶联方法，该方法能够以优异的对映选择性获得鲜有研究的手性四芳基甲烷。合适的氧化条件和基于氢键的有机催化使得在温和条件下，在极度拥挤的环境中能够高效地形成分子间碳-碳键。带有导向基团的醌甲基化物作为关键中间体。DDQ的精确用量对于高对映选择性至关重要。手性产物也已被证明是有前景的抗病毒剂。
