Li Ling, Chen Xiu-Shuai, Hu Xiang-Ping
Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China.
University of Chinese Academy of Sciences, Beijing 100049, China.
Org Lett. 2022 Jul 29;24(29):5433-5438. doi: 10.1021/acs.orglett.2c02155. Epub 2022 Jul 20.
An intramolecular Cu-catalyzed asymmetric propargylic [4 + 2] cycloaddition of bis--nucleophile-functionalized propargylic esters has been realized in the support of a chiral tridentate N-ligand, (,)-Pybox-diOAc, leading to chiral tetrahydroisoindolo[2,1-]quinoxalines in high yields and with good to excellent enantioselectivities. The reaction features high efficiency, simplicity, and broad substrate scope, thus providing a powerful and concise strategy for stereoselective access to optically active polycyclic heterocycle frameworks that are otherwise difficult to synthesize.
在手性三齿 N-配体(,)-Pybox-diOAc 的支持下，实现了双亲核试剂功能化炔丙基酯的分子内铜催化不对称烯丙基[4 + 2]环加成反应，以高产率和良好至优异的对映选择性得到手性四氢异吲哚并[2,1-]喹喔啉。该反应具有高效、简便和底物范围广的特点，从而为立体选择性地获得光学活性多环杂环骨架提供了一种强大而简洁的策略，否则这些骨架很难合成。
