Frontiers in Chemistry (Sep 2018)

Exploitation of the Ugi 5-Center-4-Component Reaction (U-5C-4CR) for the Generation of Diverse Libraries of Polycyclic (Spiro)Compounds

  • Lisa Moni,
  • Fabio De Moliner,
  • Silvia Garbarino,
  • Jörn Saupe,
  • Christian Mang,
  • Andrea Basso

DOI
https://doi.org/10.3389/fchem.2018.00369
Journal volume & issue
Vol. 6

Abstract

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An Ugi multicomponent reaction with chiral cyclic amino acids, benzyl isocyanide and cyclic ketones (or acetone) has been exploited as key step for the generation of peptidomimetics. After a straightforward set of elaborations, the peptidomimetics were converted into polycyclic scaffolds displaying two orthogonally protected secondary amines. Libraries of compounds were obtained decorating the molecules through acylation/reductive amination reactions on these functional groups.

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