An ugi reaction in the total synthesis of (-)-dysibetaine

  • Isaacson J
  • Kobayashi Y
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(-)-Dysibetaine has been synthesized in 11 steps from readily available L-malic acid (see scheme). The key step is a unique Ugi 4-center-3-component cyclization reaction, where an ester group acts as the carboxylic acid component. The use of 1,1,1,3,3,3-hexamethyldisilazane as an ammonia equivalent and a specially designed isocyanide leads to an expeditious synthesis.

Author-supplied keywords

  • Betaines
  • Isocyanides
  • Natural products
  • Total synthesis
  • Ugi reaction

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  • Jerry Isaacson

  • Yoshihisa Kobayashi

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