The first Pd-catalyzed arylation of Aza-Achmatowicz rearrangement products with arylboronic acids is achieved, providing versatile 2-aryldihydropyridinones (&gt;26 examples) for facile synthesis of medicinally valuable, highly functionalized 2-arylpiperidines. Enantiomerically pure 2-aryldihydropyridinones can be obtained by either kinetic resolution with Noyori asymmetric transfer hydrogenation or highly diastereoselective arylation of chiral C6-substituted dihydropyridinones derived from Aza-Achmatowicz rearrangement of enantio-enriched furfuryl carbamates.

Synthesis of highly functionalized piperidines via arylation of aza-Achmatowicz rearrangement products

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.