A rapid and divergent access to chiral azacyclic nucleoside analogues via highly enantioselective 1,3-dipolar cycloaddition of β-nucleobase substituted acrylates.

نویسندگان

  • Qi-Liang Yang
  • Ming-Sheng Xie
  • Chao Xia
  • Huan-Li Sun
  • Dan-Jie Zhang
  • Ke-Xin Huang
  • Zhen Guo
  • Gui-Rong Qu
  • Hai-Ming Guo
چکیده

A rapid and divergent access to chiral azacyclic nucleoside analogues has been established via highly exo-selective and enantioselective 1,3-dipolar cycloaddition of azomethine ylides with β-nucleobase substituted acrylates. Using 1 mol% of a chiral copper complex, various chiral azacyclic nucleoside analogues were obtained in high yields, excellent exo-selectivities and enantioselectivities (98 to >99% ee).

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منابع مشابه

Three-Component Procedure for the Synthesis Chiral Spirooxindolopyrrolizidines via Catalytic Highly Enantioselective 1,3-Dipolar Cycloaddition of Azomethineylides and 3-(2-Alkenoyl)-1,3-Oxazolidin-2-ones

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Chiral Induction in Cycloaddition Reactions of Azomethine Ylides to Synthesis of New Enantiomerically Pure Spiro Oxindolopyrrolizidines

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عنوان ژورنال:
  • Chemical communications

دوره 50 94  شماره 

صفحات  -

تاریخ انتشار 2014