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Catalytic asymmetric synthesis of 5-membered alicyclic α-quaternary β-amino acids via [3 + 2]-photocycloaddition of α-substituted acrylates.

Yuto KimuraDaisuke UraguchiTakashi Ooi
Published in: Organic & biomolecular chemistry (2021)
The photocatalytically active salt of a cationic iridium polypyridyl complex and a chiral borate is competent to promote a highly stereoselective [3 + 2]-cycloaddition of cyclopropylurea with α-substituted acrylates. This protocol provides straightforward access to a variety of stereochemically defined 5-membered alicyclic α-quaternary β-amino acids, useful building blocks of β-peptides and peptidomimetics.
Keyphrases
  • amino acid
  • molecular docking
  • randomized controlled trial
  • ionic liquid