Hu Ruiyu, Wang Fangyuan, Pan Fan, Ratovelomanana-Vidal Virginie, Chen Gen-Qiang, Li Xiuxiu, Zhang Xumu
Shenzhen Grubbs Institute, Department of Chemistry, and Medi-Pingshan, Southern University of Science and Technology, Shenzhen 518000, People's Republic of China.
PSL University, Chimie ParisTech, CNRS, Institute1 of Chemistry for Life and Health Sciences, CSB2D team, 75005 Paris, France.
Org Lett. 2024 Sep 6;26(35):7457-7462. doi: 10.1021/acs.orglett.4c02844. Epub 2024 Aug 26.
An efficient rhodium-catalyzed asymmetric transfer hydrogenation of β-cyano α-ketoesters via dynamic kinetic resolution has been developed. Despite the challenge posed by multiple functional groups, the reaction proceeded smoothly under mild conditions, generating versatile synthons with two adjacent stereocenters in high yields with excellent enantio- and diastereoselectivities. Furthermore, the power of this strategy is highlighted by the scale-up reaction and the follow-up synthesis of cytoxazone and paclitaxel intermediates.
通过动态动力学拆分实现了铑催化的β-氰基α-酮酯的高效不对称转移氢化反应。尽管存在多个官能团带来的挑战，但该反应在温和条件下顺利进行，以高收率、优异的对映选择性和非对映选择性生成了具有两个相邻立体中心的通用合成子。此外，放大反应以及后续细胞唑酮和紫杉醇中间体的合成突出了该策略的优势。
