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Synthesis of Pyrrolidin‐3‐Ones and Spiropyrrolidinones by 1,3‐Dipolar Cycloadditions of Nitrones with Allenylphosphonates
Journal article   Open access   Peer reviewed

Synthesis of Pyrrolidin‐3‐Ones and Spiropyrrolidinones by 1,3‐Dipolar Cycloadditions of Nitrones with Allenylphosphonates

Rayhane Hammami, Lucas Mele, Soufiane Touil, David Virieux, Jean‐françois Poisson, Tahar Ayad and Benjamin Darses
European Journal of Organic Chemistry
2025

Abstract

nitrones allenylphosphonates (3+2) cycloaddition rearrangement pyrrolidinone spiro piperidinylpyrrolidinone
A general and effective (3 + 2) cycloaddition reaction between nitrones and allenes to synthesize fluoro‐phosphonopyrrolidin‐3‐ones, as well as spiropyrrolidin‐3‐one phosphonates is reported under microwave heating. The products have been isolated in moderate to good yields and exclusively as 4,5‐trans diastereoisomers in all transformations.
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