Synthesis of cis -fused cyclopentenone-pyrrolidine scaffolds via sequential aza-Piancatelli and Conia-ene type reactions in one pot.
Pooja R SolankePrakash KumarPrathama S MainkarKiranmai NayaniSrivari ChandrasekharPublished in: Chemical communications (Cambridge, England) (2024)
A novel one-pot protocol that enables sequential execution of an aza-Piancatelli rearrangement and a Conia-ene type reaction has been developed under Lewis acid catalysis. Here, a combination of B(C 6 F 5 ) 3 and Cu(OTf) 2 , triethylamine, and triphenylphosphine yielded a wide range of cis -fused cyclopentenone-pyrrolidine scaffolds in one pot with good yields and diastereoselectivity.