Affiliation:
1. MOE Key Laboratory of Functionalized Molecular Solids Anhui Key Laboratory of Molecule-Based Materials (State Key Laboratory Cultivation Base) College of Chemistry and Materials Science Anhui Normal University 189 South Jiuhua Road Wuhu Anhui 241002 People's Republic of China
Abstract
AbstractUnder the catalysis of a Cu(I) or Ag(I) salt with a chiral diphosphine ligand, the enantioselective nucleophilic ring opening of racemic 2‐styrenylaziridines via kinetic resolution or dynamic kinetic asymmetric transformation (DyKAT) and of meso aziridines via desymmetrization with alcohols was realized. The reaction provided a range of chiral vicinal amino ether derivatives in 47%‐98% yields and with 50%–98% ee. The reaction could be extended to aliphatic carboxylic acids as nucleophiles. The synthetic utility was demonstrated in a four‐step formal synthesis of a diastereomer of the antirythmetic agent vernakalant.
Funder
National Natural Science Foundation of China
Natural Science Foundation of Anhui Province