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Stereoselective synthesis of vinylphosphonates through aromatic aza-Claisen rearrangement of α-aminophosphonates.

Babak KaboudinMojtaba GhashghaeeHaruhiko FukayaHikaru Yanai
Published in: Chemical communications (Cambridge, England) (2023)
A novel and convenient approach for the synthesis of vinyl phosphonates has been developed, utilizing an aromatic aza-Claisen rearrangement of β,γ-unsaturated α-aminophosphonates. The synthetic utility of this method was further examined in a gram-scale synthesis. The DFT calculations have provided insights into the basis of the reaction mechanism.
Keyphrases
  • density functional theory
  • molecular dynamics
  • gram negative
  • molecular dynamics simulations
  • multidrug resistant