Organocatalytic Asymmetric Synthesis of Bridged Tetrahydrobenzo[ b]azepines/oxepines

Org Lett. 2022 Oct 7;24(39):7140-7144. doi: 10.1021/acs.orglett.2c02833. Epub 2022 Sep 28.


The asymmetric synthesis of bridged tetrahydrobenzo[b]azepine and oxepine derivatives through chiral Brønsted acid catalyzed asymmetric aza-Piancatelli rearrangement/Michael addition sequence has been developed. The reaction proceeds under mild reaction conditions to afford the final bridged cyclic products in good yields with excellent enantio- and diastereoselectivities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azepines*
  • Catalysis
  • Molecular Structure
  • Stereoisomerism


  • Azepines