Synthesis of Chiral β-Lactams by Pd-Catalyzed Enantioselective Amidation of Methylene C(sp3)-H Bonds  

作　　者：Tao Zhou Meng-Xue Jiang Xu Yang Qiang Yue Ye-Qiang Han Yi Ding Bing-Feng Shi 

机构地区：[1]Department of Chemistry,Zhejiang University,Hangzhou,Zhejiang 310027,China [2]School of Biotechnology and Health Sciences,Wuyi University,Jiangmen,Guangdong 529020,China [3]International Healthcare Innovation Institute(Jiangmen),Jiangmen,Guangdong 529040,China

出　　处：《Chinese Journal of Chemistry》2020年第3期242-246,共5页中国化学（英文版）

基　　金：Financial support from the NSFC(Nos.21572201,21772170,21801223);the Chinese Postdoctoral Science Foundation(No.2017M621906);the Outstanding Young Talents of Zhejiang Prov-ince High-level Personnel of Special Support(ZJWR0108);the Fundamental Research Funds for the Central Universities(No.2018XZ2X001-02)is gratefully acknowledged.

摘　　要：A Pd(Ⅱ)-catalyzed enantioselective intramolecular amidation of both benzylic and unbiased methylene C(sp^3)-H bonds for the straightforward synthesis of chiral B-lactams from aliphatic carboxamides is reported.The combination of 2 prinylisopropyl(PIP)auxiiary with 3,3′-subtituted BINOL ligands is crucial for the enhancement of both reactivity and enantiocontrol of differentiating unbiased meth-ylene C(sp^3)-H bonds.The desired chemoselective C-N reductive elimination was achieved by employing 2-fluoro-1-iodo-4-nitrobenzene as oxidant.

关 键 词：bonds straight CHIRAL 

分 类 号：O62[理学—有机化学]