1 research outputs found
Stereodivergent Synthesis of Enantioenriched 2‑Pyrrolidones via Diastereoselective Hydrogenation of α,β-Unsaturated γ‑Lactams
Synthesis
of optically enriched racetam analogues was achieved
via highly remote diastereocontrolled and enantiocontrolled Pd/C-catalyzed
hydrogenation of α,β-unsaturated γ-lactams.
Various mono- and disubstituted 2-pyrrolidones were obtained in excellent
yields and stereoselectivities, and a concise and large-scale synthesis
of brivaracetam was developed from inexpensive l-2-aminobutyric
acid. Surprisingly, stereodivergent hydrogenation was observed by
modifying remote functionalized stereocenters and additives, which
would provide alternative stereochemical options of chiral racetams
synthesis