典型文献
Organocatalytic dynamic kinetic resolution of N-arylindole lactams:atroposelective construction of axially chiral amino acids bearing a C-N chiral axis
文献摘要:
Organocatalytic dynamic kinetic resolution of configurationally labile cyclic molecules represents one of the most efficient methods for the atroposelective construction of axially chiral molecules bearing a tetra-ortho-substituted chiral axis.Notably,this privileged strategy is limited to constructing a C-C chiral axis.Herein,organocatalytic dynamic kinetic resolution of configurationally labile N-arylindole lactams has been successfully achieved at the first time,allowing for access to a structurally diverse set of axially chiral N-arylindole amino esters with a tetra-ortho-substituted C-N chiral axis in excellent yields and atroposelectivities.In addition to the N-arylindole skeleton,N-aryl thieno[3,2-b]pyrrrole,furo[3,2-b]pyrrole,and pyrrolo[2,3-b]pyridine skeletons are also compatible with this transformation.This transition-metal-free facile strategy features a broad substrate scope,mild reaction conditions,easy scale-up and excellent atom economy.Several potentially valuable molecules,such as axially chiral peptides,were efficiently generated from the resulting configurationally stable axially-chiral N-arylindole amino esters,demonstrating the power of this strategy.
文献关键词:
中图分类号:
作者姓名:
Xianfang Hong;Jingcheng Guo;Jinhua Liu;Wei Cao;Chenlong Wei;Ye Zhang;Xiaoxiang Zhang;Zhenqian Fu
作者机构:
Key Laboratory of Flexible Electronics&Institute of Advanced Materials,Nanjing Tech University,Nanjing 211816,China;Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources,College of Chemical Engineering,Nanjing Forestry University,Nanjing 210037,China;Ningbo Institute,Chongqing Technology Innovation Center Frontiers Science Center for Flexible Electronics(FSCFE),Northwestern Polytechnical University,Xi'an 710072,China
文献出处:
引用格式:
[1]Xianfang Hong;Jingcheng Guo;Jinhua Liu;Wei Cao;Chenlong Wei;Ye Zhang;Xiaoxiang Zhang;Zhenqian Fu-.Organocatalytic dynamic kinetic resolution of N-arylindole lactams:atroposelective construction of axially chiral amino acids bearing a C-N chiral axis)[J].中国科学:化学(英文版),2022(05):905-911
A类:
Organocatalytic,arylindole,atroposelective,configurationally,atroposelectivities,pyrrrole
B类:
dynamic,kinetic,resolution,lactams,construction,axially,chiral,amino,acids,bearing,axis,labile,cyclic,molecules,represents,one,most,methods,tetra,ortho,substituted,Notably,this,privileged,strategy,limited,constructing,Herein,organocatalytic,has,been,successfully,achieved,first,allowing,access,structurally,diverse,set,esters,excellent,yields,In,addition,thieno,furo,pyrrole,pyrrolo,pyridine,skeletons,are,also,compatible,transformation,This,transition,metal,free,facile,features,broad,substrate,scope,mild,reaction,conditions,easy,scale,up,atom,economy,Several,potentially,valuable,such,peptides,were,efficiently,generated,from,resulting,stable,demonstrating,power
AB值:
0.492859
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