Login / Signup

α-Aminoboronates: recent advances in their preparation and synthetic applications.

Wenbo MingHarjeet S SoorXiaocui LiuAlina TrofimovaAndrei K YudinTodd B Marder
Published in: Chemical Society reviews (2021)
α-Aminoboronic acids and their derivatives are useful as bioactive agents. Thus far, three compounds containing an α-aminoboronate motif have been approved by the Food and Drug Administration (FDA) as protease inhibitors, and more are currently undergoing clinical trials. In addition, α-aminoboronic acids and their derivatives have found applications in organic synthesis, e.g. as α-aminomethylation reagents for the synthesis of chiral nitrogen-containing molecules, as nucleophiles for preparing valuable vicinal amino alcohols, and as bis-nucleophiles in the construction of valuable small molecule scaffolds. This review summarizes new methodology for the preparation of α-aminoboronates, including highlights of asymmetric synthetic methods and mechanistic explanations of reactivity. Applications of α-aminoboronates as versatile synthetic building blocks are also discussed.
Keyphrases
  • drug administration
  • small molecule
  • clinical trial
  • ionic liquid
  • molecularly imprinted
  • tissue engineering
  • protein protein
  • randomized controlled trial
  • risk assessment
  • solid state
  • simultaneous determination