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

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 ω-transaminase or lipase biocatalysts allows for the preparation of functionalized heterocyclic building blocks from biogenic base chemicals in optically pure form.

Keywords

furfural - amines - umpolung - biocatalysis - transaminase

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