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Updated: Jun 29, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Rapid diastereocontrolled synthesis of 2,2,5-trisubstituted pyrrolidines
Nandkishkor Chandan1, Mark G Moloney
1The Department of Chemistry, Chemistry Research Laboratory, The University of Oxford, 12 Mansfield Road, Oxford, UK.
Abstract:
2,2,5-Trisubstituted pyrrolidines are available from allylic pyroglutamates by Ireland-Claisen ester rearrangement followed by Eschenmoser sulfide contraction and reduction in a highly diastereoselective and efficient sequence. Some of the products from this sequence exhibit activity against S. aureus, but are much less active against E. coli.
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