Palladium-catalyzed base-and solvent-controlled chemoselective allylation of amino acids with allylic carbonates  

作　　者：Yang Zhou Hang Chen Panpan Lei Chunming Gui Haifeng Wang Qiongjiao Yan Wei Wang Fener Chen 

机构地区：[1]Pharmaceutical Research Institute,Wuhan Institute of Technology,Wuhan 430205,China [2]Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province,China West Normal University,Nanchong 637009,China [3]Engineering Center of Catalysis and Synthesis for Chiral Molecules,Department of Chemistry,Fudan University,Shanghai 200433,China [4]Shanghai Engineering Center of Industrial Catalysis for Chiral Drugs,Shanghai 200433,China

出　　处：《Chinese Chemical Letters》2022年第11期4850-4855,共6页中国化学快报（英文版）

基　　金：financial support from the National Natural Science Foundation of China(No.21602144);the Science and Technology Program of Sichuan Province(No.2018JY0485);Scientific Research Project of Education Department of Hubei Province(Nos.Q20211503,B2020057)。

摘　　要：The utilization of readily available amino acids,which is not only an oxygen nucleophile but also a nitrogen nucleophile,in palladium-catalyzed allylic substitution is realized under mild conditions.The chemoselectivity and multiple allylation are controlled by adjusting the reaction conditions.This represents the first example of this convenient access to valuable N,O-diallylated amino acids.Under the title conditions,a range of amino acids(α-,β-,γ-)and dipeptides can be readily converted in to the corresponding allylic products with excellent yields(67 examples,up to 99%yield)as well as good functional group tolerance.

关 键 词：ALLYLATION Amino acid CARBONATES CHEMOSELECTIVITY Palladium 

分 类 号：O621.251[理学—有机化学]