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Brønsted-Acid-Catalyzed Enantioselective Desymmetrization of 1,3-Diols: Access to Chiral β-Amino Alcohol Derivatives.

Da-Qiu CuiYu-Qi WangBo ZhouLong-Wu Ye
Published in: Organic letters (2023)
Herein, we describe a Brønsted-acid-catalyzed enantioselective desymmetrization of 1,3-diols with alkynes through a hydroalkoxylation/hydrolysis process. The reaction leads to the atom-economical synthesis of valuable chiral β-amino alcohols under mild reaction conditions. Further synthetic transformations based on the β-amino alcohol moiety provide divergent approaches toward chiral N-containing heterocycles.
Keyphrases
  • capillary electrophoresis
  • ionic liquid
  • room temperature
  • alcohol consumption
  • electron transfer
  • mass spectrometry
  • molecular dynamics
  • structure activity relationship