College of Science, China Agricultural University, 2 West Yuanmingyuan Road, Beijing, 100193, China.
College of Public Health, Zhengzhou University, Zhengzhou, 450001, P. R. China.
Angew Chem Int Ed Engl. 2020 Jul 6;59(28):11316-11320. doi: 10.1002/anie.202002765. Epub 2020 May 11.
A palladium-catalyzed asymmetric [4+2] cycloaddition of 2-methylidenetrimethylene carbonate with alkenes derived from pyrazolones, indandione, or barbiturate has been successfully developed, affording pharmacologically interesting chiral tetrahydropyran-fused spirocyclic scaffolds. The target compounds were generated in good to excellent yields and with high enantioselectivity (up to 99 % ee). Furthermore, this cycloaddition reaction could be efficiently scaled up, and several synthetic transformations were accomplished for the construction of other useful chiral spiropyrazolone and spiroindandione derivatives.
钯催化的 2-亚甲基三亚甲基碳酸酯与吡唑酮、茚满二酮或巴比妥酸衍生的烯烃的不对称[4+2]环加成反应已成功开发，得到了具有药理学意义的手性四氢吡喃稠合螺环骨架。目标化合物以良好到优异的产率和高对映选择性（高达 99%ee）生成。此外，该环加成反应可以有效地放大规模，并且完成了几种合成转化以构建其他有用的手性螺吡唑酮和螺茚满二酮衍生物。
