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Copper(I)-Catalyzed Enyne Oxidation/Cyclopropanation: Divergent and Enantioselective Synthesis of Cyclopropanes.

Wen-Bo ShenXiang-Ting TangTing-Ting ZhangDong-Can LvDan ZhaoTong-Fu SuLei Meng
Published in: Organic letters (2021)
An efficient copper(I)-catalyzed enyne oxidation/cyclopropanation for the modular synthesis of cyclopropane derivatives is described, which represents the first non-noble metal-catalyzed enynes oxidation/cyclopropanation by the in situ generated α-oxo copper carbenes. This protocol allows the assembly of valuable cyclopropane-γ-lactams in generally good to excellent yields with excellent diastereoselectivity. More significantly, the enantioselective version of enyne oxidation/cyclopropanation has been disclosed with chiral copper catalysts.
Keyphrases
  • hydrogen peroxide
  • room temperature
  • oxide nanoparticles
  • electron transfer
  • ionic liquid
  • structure activity relationship