Regio- and Enantioselective Palladium-Catalyzed Allylic Alkylation of Nitromethane with Monosubstituted Allyl Substrates: Synthesis of (<i>R</i>)‑Rolipram and (<i>R</i>)‑Baclofen

The Pd-catalyzed asymmetric allylic alkylation (AAA) reaction of nitromethane with monosubstituted allyl substrates was realized for the first time to provide corresponding products in high yields with excellent regio- and enantioselectivities. The protocol was applied to the enantioselective synthesis of (R)-baclofen and (R)-rolipram

Palladium-Catalyzed Regio‑, Diastereo‑, and Enantioselective Allylation of Nitroalkanes with Monosubstituted Allylic Substrates

Pd-catalyzed asymmetric allylic alkylation of nitroalkanes and monosubstituted allylic substrates was performed to afford products with two adjacent chiral centers and with excellent regio-, diastereo-, and enantioselectivities. The usefulness of the protocol in organic synthesis was demonstrated by transformation of the product to an optically active homoallyl­amine, a 2,3-disubstituted tetrahydro­pyridine, and an α,β-disubstituted amino acid derivative

Palladium-Catalyzed Regio‑, Diastereo‑, and Enantioselective Allylation of Nitroalkanes with Monosubstituted Allylic Substrates

Pd-catalyzed asymmetric allylic alkylation of nitroalkanes and monosubstituted allylic substrates was performed to afford products with two adjacent chiral centers and with excellent regio-, diastereo-, and enantioselectivities. The usefulness of the protocol in organic synthesis was demonstrated by transformation of the product to an optically active homoallyl­amine, a 2,3-disubstituted tetrahydro­pyridine, and an α,β-disubstituted amino acid derivative