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典型文献
Ag2O/squaramide cocatalyzed asymmetric interrupted Barton-Zard reaction of 8-nitroimidazo[1,2-a]pyridines
文献摘要:
Imidazo[1,2-a]pyridines are present in numerous biologically active compounds as the core structural motif.Herein,we report an asymmetric interrupted Barton-Zard reaction of electron-deficient imidazo[1,2-a]pyridines with α-substituted isocyanoacetates.The reaction enables the dearomatization of 8-nitroimidazo[1,2-a]pyridines and hence offers straightforward access to an array of optically active highly functionalized imidazo[1,2-a]pyridine derivatives that possess three contiguous stereogenic cen-ters in good yields(up to 98%)with high stereoselectivities(>19:1 dr,>99%ee).It is worth noting that the catalytic system consisting of a chiral squaramide and silver oxide displays remarkable reactivity and stereoselectivity,and a gram-scale reaction is compatible with the catalyst loading of 0.5 mol%.In addi-tion,the synthetic potential of this method was showcased by versatile transformations of the product.
文献关键词:
作者姓名:
Qian Wan;Chao Zheng;Yao-Feng Yuan;Shu-Li You
作者机构:
State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China;College of Chemistry,Fuzhou University,Fuzhou 350108,China
引用格式:
[1]Qian Wan;Chao Zheng;Yao-Feng Yuan;Shu-Li You-.Ag2O/squaramide cocatalyzed asymmetric interrupted Barton-Zard reaction of 8-nitroimidazo[1,2-a]pyridines)[J].科学通报(英文版),2022(16):1688-1695
A类:
squaramide,cocatalyzed,Zard,nitroimidazo,isocyanoacetates,stereoselectivities
B类:
Ag2O,asymmetric,interrupted,Barton,reaction,pyridines,Imidazo,are,present,numerous,biologically,active,compounds,core,structural,motif,Herein,we,report,electron,deficient,substituted,enables,dearomatization,hence,offers,straightforward,access,array,optically,highly,functionalized,derivatives,that,possess,three,contiguous,stereogenic,cen,ters,good,yields,dr,It,worth,noting,catalytic,system,consisting,chiral,silver,oxide,displays,remarkable,reactivity,stereoselectivity,gram,scale,compatible,catalyst,loading,In,addi,synthetic,potential,this,method,was,showcased,by,versatile,transformations,product
AB值:
0.596127
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