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Synthesis of β-Silyl α-Amino Acids via Visible-Light-Mediated Hydrosilylation.

Yi WanJiajie ZhuQiyang YuanWei WangYongqiang Zhang
Published in: Organic letters (2021)
An expedient synthesis of β-silyl α-amino acids is reported via the application of visible-light-mediated hydrosilylation. The reaction utilizes readily accessible and structurally diverse hydrosilanes to provide radicals for conjugate addition to dehydroalanine ester and analogues. Notably, the use of chiral methyleneoxazolidinone as the substrate and chiral inducer enabled the highly stereoselective synthesis. Furthermore, the reaction could also be performed in a continuous flow fashion and scaled up to the gram scale.
Keyphrases
  • visible light
  • amino acid
  • molecular docking
  • mass spectrometry
  • drug delivery
  • multidrug resistant