Rhodium-Catalyzed Asymmetric Transfer Hydrogenation of Heterocyclic Diaryl Ketones:Facile Access to Key Intermediate of Baloxavir

作     者：Li Wang Renwei Xiao Jingyuan Song Long-Sheng Zheng Qiwei Lang Gen-Qiang Chen Xumu Zhang Li Wang;Renwei Xiao;Jingyuan Song;Long-Sheng Zheng;Qiwei Lang;Gen-Qiang Chen;Xumu Zhang

作者机构：Shenzhen Key Laboratory of Small Molecule Drug Discovery and SynthesisDepartment of Chemistryand Medi-PingshanSouthern University of Science and TechnologyShenzhenGuangdong 518000China Academy for Advanced Interdisciplinary StudiesSouthern Universityof Science and TechnologyShenzhenGuangdong 518000China Chemistry and Chemical Engineering Guangdong LaboratoryShantouGuangdong 515031China 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2024年第42卷第1期

页      面：43-47页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：the Southern University of Science and Technology(start-up fund),Shenzhen Science and Technology Innovation Committee(No.KQTD20150717103157174) Stable Support Plan Program of Shenzhen Natural Science Fund(Program Contract No.20200925161222002) Key-Area Research and DevelopmentPt rogramofGuangdong Province((No.2020B010188001) Innovative Team of Universities in Guangdong Province(No.2020KCXTD016) National Natural Science Foundation of China(No.21991113) the National Natural Science Foundation of China(No.22171129) Shenzhen Science and Technology Innovation Committee(JCYJ20210324104202007)for financial support 

主　　题：Asymmetric transfer hydrogenation Baloxavir Chiral alcohol Enantioselectivity Heterocyclic diaryl ketone Rhodium(Ⅱ) 

摘      要：Transition metal-catalyzed asymmetric transfer hydrogenation has been proven to be a powerful approach for the synthesis of chiral ***,a highly efficient and enantioselective transfer hydrogenation of dibenzoheptaheterocyclic ketones catalyzed by an arene-tethered TsDPEN-based Rh(ll)catalyst has been successfully developed,and a variety of dibenzoheptaheterocyclic ketones were reduced by a 1/1 mixture of formic acid and DBU(1,8-diazabicyclo[5.4.0]undec-7-ene)with high yields and *** this method,the asymmetric reduction of 7,8-difluorodibenzo[b,e]thiepin-11(6H)-one has been realized,providing the key intermediate of baloxavir marboxil with99% yield and99% ee at a substrate/catalyst molar ratio of 1000.