Synthesis of -fused cyclopentenone-pyrrolidine scaffolds sequential aza-Piancatelli and Conia-ene type reactions in one pot

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 cy...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2024-04, Vol.6 (31), p.4234-4237
Hauptverfasser: Solanke, Pooja R, Kumar, Prakash, Mainkar, Prathama S, Nayani, Kiranmai, Chandrasekhar, Srivari
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Zusammenfassung: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. A novel diastereoselective one-pot protocol has been developed through sequential execution of an aza-Piancatelli rearrangement and a Conia-ene type reaction under Lewis acid catalysis.
ISSN:1359-7345
1364-548X
DOI:10.1039/d4cc00104d