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Organocatalytic Double Ugi Reaction with Statistical Amplification of Product Enantiopurity: A Linker Cleavage Approach To Access Highly Enantiopure Ugi Products.
Journal article

Organocatalytic Double Ugi Reaction with Statistical Amplification of Product Enantiopurity: A Linker Cleavage Approach To Access Highly Enantiopure Ugi Products.

  • Feng QY Key Laboratory of Bioorganic Phosphorous and Chemical Biology (Ministry of Education) , Tsinghua University , 100084 Beijing , P. R. China.
  • Zhu J Laboratory of Synthesis and Natural Products, Institute of Chemical Sciences and Engineering , Ecole Poltechnique Fédérale de Lausanne EPFL-SB-ISIC-LSPN , BCH 5304 , 1015 Lausanne , Switzerland.
  • Wang MX Key Laboratory of Bioorganic Phosphorous and Chemical Biology (Ministry of Education) , Tsinghua University , 100084 Beijing , P. R. China.
  • Tong S Key Laboratory of Bioorganic Phosphorous and Chemical Biology (Ministry of Education) , Tsinghua University , 100084 Beijing , P. R. China.
  • 2019-12-28
Published in:
  • Organic letters. - 2020
Physical and Theoretical Chemistry
Organic Chemistry
Biochemistry
English Here we report an organocatalytic double Ugi reaction combining the enantioselective process and ee enhancement in a single operation to afford the chiral Ugi products with very high ee values. Both bisisocyanides and bisanilines tethered by carbonate and diester, respectively, were designed to accomplish this double multicomponent reaction that formed 10 new chemical bonds (4 C-N, 2 C-C, 2 C-O, and 2 N-H bonds). The strategy was further applied for the fast construction of an enantiomerically enriched macrocycle.
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  • English
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closed
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https://sonar.ch/global/documents/20784
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