Molecules (Jul 2020)

Synthesis of Polyoxygenated Heterocycles by Diastereoselective Functionalization of a Bio-Based Chiral Aldehyde Exploiting the Passerini Reaction

  • Gabriella Vitali Forconesi,
  • Luca Banfi,
  • Andrea Basso,
  • Chiara Lambruschini,
  • Lisa Moni,
  • Renata Riva

DOI
https://doi.org/10.3390/molecules25143227
Journal volume & issue
Vol. 25, no. 14
p. 3227

Abstract

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A chiral bio-based building block, prepared by the lipase-mediated desymmetrization of an erythritol derivative, was further functionalized and then submitted to stereoselective Passerini reactions, allowing the synthesis of a small library of new molecules. Thanks to the presence of different functional groups, further cyclizations were performed providing bicyclic polyoxygenated heterocycles.

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