Zhang Fuhao, Dai Xuan, Dai Lei, Zheng Wenrui, Chan Wai-Lun, Tang Xiaodong, Zhang Xumu, Lu Yixin
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.
Department of Chemistry, Southern University of Science and Technology, Xueyuan Road, Shenzhen, 518055, China.
Angew Chem Int Ed Engl. 2022 Jun 13;61(24):e202203212. doi: 10.1002/anie.202203212. Epub 2022 Apr 19.
A phosphine-catalyzed highly enantioselective and diastereoselective (up to 98 % ee and >20 : 1 dr) (3+2) annulation between vinylcyclopropanes and N-tosylaldimines has been developed, which allows facile access to a range of highly functionalized chiral pyrrolidines. Notably, this method makes use of vinylcyclopropanes as a synthon for phosphine-mediated asymmetric annulation reaction, which will offer new opportunities for potential applications of cyclopropanes substrates in phosphine-catalyzed organic transformations.
已开发出一种膦催化的乙烯基环丙烷与N-甲苯磺酰基醛亚胺之间的高度对映选择性和非对映选择性（高达98% ee和>20:1 dr）的(3+2)环化反应，该反应可方便地获得一系列高度官能化的手性吡咯烷。值得注意的是，该方法利用乙烯基环丙烷作为膦介导的不对称环化反应的合成子，这将为环丙烷底物在膦催化的有机转化中的潜在应用提供新的机会。
