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Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One-Pot Synthesis of the 1,3-Diamino-2-ol-Scaffold Containing Three Continuous Stereocenters.

Sara-Cathrin KriegJennifer GrimmerPhilipp KramerMichael BolteHarald KelmGeorg Manolikakes
Published in: Angewandte Chemie (International ed. in English) (2021)
A highly diastereoselective one-pot synthesis of the 1,3-diamino-2-alcohol unit bearing three continuous stereocenters is described. This method utilizes 2-oxyenamides as a novel type of building block for the rapid assembly of the 1,3-diamine scaffold containing an additional stereogenic oxygen functionality at the C2 position. A stereoselective preparation of the required (Z)-oxyenamides is reported as well.
Keyphrases
  • tissue engineering
  • high resolution
  • mass spectrometry
  • simultaneous determination
  • sensitive detection