Alkylative Amination of Biogenic Furans through Imine-to-Azaallyl Anion Umpolung

Fabian Blume*, Mhd Haitham Albeiruty, Jan Deska

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

9 Citations (Scopus)
35 Downloads (Pure)

Abstract

Starting from biogenic furfurals, an operationally simple and scalable condensation-umpolung-alkylation protocol was employed in the synthesis of racemic furfurylamines. Subsequent enzymatic kinetic resolution by -transaminase or lipase biocatalysts allows for the preparation of functionalized heterocyclic building blocks from biogenic base chemicals in optically pure form.

Original languageEnglish
Pages (from-to)2093-2099
Number of pages7
JournalSYNTHESIS: STUTTGART
Volume47
Issue number14
DOIs
Publication statusPublished - Jul 2015
MoE publication typeA1 Journal article-refereed

Keywords

  • furfural
  • amines
  • umpolung
  • biocatalysis
  • transaminase
  • ASYMMETRIC-SYNTHESIS
  • BUILDING-BLOCKS
  • REARRANGEMENT
  • ARYLATION
  • BOND

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