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Updated: May 14, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Step-economical access to valuable Weinreb amide 2,5-disubstituted pyrrolidines by a sequential one-pot
Hamza Boufroura1, Marc Mauduit, Emmanuelle Drège
1Univ. Paris-Sud, Equipe de Chimie des Substances Naturelles, UMR CNRS 8076 BioCIS, 5 rue Jean-Baptiste Clément, F-92296 Châtenay-Malabry, France.
Abstract:
Double cross-metathesis of 1,5-hexadiene with a variety of electron-deficient alkenes including the reluctant Weinreb acrylamide has been successfully accomplished. It was found that the process is quite general, and microwave irradiation effectively accelerates cross-coupling metathesis. This promotes a very versatile and high yielding methodology for the synthesis of symmetric Michael acceptors, which can be transformed into 2,5-disubstituted pyrrolidines through a sequential one-pot two-directional cross-metathesis/ring-closing double aza-Michael process.
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