A kinetic resolution accompanied chirality transformation process for asymmetric synthesis of chiral phenol,oxaziridine,andα-hydroxyl cyclic ketone  

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作  者:Pengxin Wang Xiaoyong Zhang Lingqing Wang Rui Wang Dongxu Yang 

机构地区:[1]Key Laboratory of Preclinical Study for New Drugs of Gansu Province,School of Basic Medical Sciences&Research Unit of Peptide Science,Chinese Academy of Medical Sciences,Lanzhou University,Lanzhou 730000,China [2]State Key Laboratory of Bioactive Substance and Function of Natural Medicines,Institute of Materia Medica,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100050,China [3]School of Sciences,Great Bay University,Dongguan 523000,China [4]Institute of Systems and Physical Biology,Shenzhen Bay Laboratory,Shenzhen 518055,China

出  处:《Science China Chemistry》2024年第9期2989-2997,共9页中国科学(化学英文版)

基  金:supported by the Innovation Fund for Medical Sciences(CIFMS,2019-I2M-5-074,2021-I2M-1-026,2021-I2M-3-001);the Fundamental Research Funds for the Central Universities(lzujbky-2022-ey11,lzujbky-2022-40);the Funds for Fundamental Research Creative Groups of Gansu Province(20JR5RA310)。

摘  要:Chirality transformation is a basic,attractive,and important strategy for obtaining enantioenriched products with desired chiral elements.The reported chirality conversion reaction often involves the process from one type of chirality to another one.To better utilize the chirality transformation strategy for obtaining two or more products with different chiral elements in a single reaction,a new method of kinetic resolution accompanied by a chirality transformation protocol is proposed and successfully realized in this study.This process is used for the asymmetric oxidation of phenol compounds along with the kinetic resolution of oxaziridines.A wide scope of products,including axially chiral phenols,oxaziridines,andα-hydroxyl cyclic ketones were smoothly obtained in high levels of yields and enantioselectivities in the developed method.These products can be readily used for the synthesis of various types of chiral ligands,which are potential choices for other catalytic asymmetric reactions.

关 键 词:chirality transformation kinetic resolution ACCOMPANIED axially chiral phenols chiral oxaziridines 

分 类 号:O621.25[理学—有机化学]

 

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