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Keywords:

  • betaines;
  • isocyanides;
  • natural products;
  • total synthesis;
  • Ugi reaction

Abstract

Thumbnail image of graphical abstract

(−)-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.