Asymmetric Synthesis of Chiral Aliphaticα-Tertiary Aminonitriles via Organocatalytic Isomerization of Cyanoketimines  

作　　者：Ling Xu Jisheng Luo Li Deng 

机构地区：[1]Department of Chemistry,Zhejiang University,Hangzhou,Zhejiang 310027,China [2]Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province,Department of Chemistry,School of Science,Westlake University,600 Dunyu Road,Hangzhou,Zhejiang 310030,China [3]Research Center for Industries of the Future,Westlake University,Hangzhou,Zhejiang 310030,China

出　　处：《Chinese Journal of Chemistry》2024年第24期3387-3392,共6页中国化学(英文版)

基　　金：the National Natural Science Foundation of China(U22A20389);Foundation of WestlakeUniversity.

摘　　要：Chiralα-tertiary aminonitriles are valuable synthetic intermediates.They are also found in various structures of biologically active molecules.Therefore,numerous reports of catalytic asymmetric synthesis of chiralα-aminonitriles continuously emerged during the past few decades.Great strides have been made for the synthesis of chiralα-aryl andα-branched alkyl aminonitriles.However,efficient methods for catalytic asymmetric synthesis of chiralα-linear alkyl aminonitriles remain limited.We herein report a new synthetic approach to chiralα-tertiary alkyl aminonitriles via catalytic asymmetric isomerization of cyanoketimines.The synthetic value of this method was illustrated by application to a concise catalytic asymmetric synthesis of vildagliptin.

关 键 词：ISOMERIZATION AMINONITRILES Cyanoketimine PROTONATION ORGANOCATALYSIS ENANTIOSELECTIVITY 

分 类 号：O62[理学—有机化学]