Electrochemical Oxidation of 2‐Substituted Piperidines as a Key Step Towards the Synthesis of Hydroxylated γ‐Amino Acids.

Abstract

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“…These intermediates not only allow the introduction of α -substitutions; conversion to the corresponding enamine facilitates functionalizations of the β - and γ -carbons. Shono oxidation of piperidine derivatives enabled the preparations of aza-sugar derivatives, 178 bicyclic structures, 179 and γ -amino acids 180 (Figure 11F). A poison frog alkaloid, 195C, was synthesized in a similar fashion through the Shono oxidation of a chiral piperidine derivative.…”