Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University, Lanzhou, 730000, China.
Key Laboratory of Organic Optoelectronics & Molecular Engineering of the Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, China.
Angew Chem Int Ed Engl. 2016 Jul 4;55(28):8100-3. doi: 10.1002/anie.201602880. Epub 2016 May 11.
Reported herein is a bifunctional-organocatalyst-mediated enantioselective inverse-electron-demand 1,3-dipolar cycloaddition of C,N-cyclic azomethine imines with azlactones. The strategy provides concise access to enantioenriched C1-substituted tetrahydroisoquinolines featuring a pyrazolidinone scaffold. Moreover, the scalability and practical utility of this protocol was well demonstrated by employing a gram-scale reaction and some representative transformations.
本文报道了一种双功能有机催化剂介导的 C,N-环亚胺基氮丙啶与氮杂环丁酮的对映选择性逆电子需求 1,3-偶极环加成反应。该策略为具有吡咯烷酮骨架的手性 C1 取代四氢异喹啉提供了简洁的合成途径。此外，通过采用克级反应和一些代表性的转化，该方法的可扩展性和实际应用得到了很好的证明。
