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Org Biomol Chem. 2016 Apr 14;14(14):3521-5. doi: 10.1039/c6ob00242k. Epub 2016 Mar 14.

PS-BEMP as a basic catalyst for the phospha-Michael addition to electron-poor alkenes.

Organic & biomolecular chemistry

Giacomo Strappaveccia, Luca Bianchi, Simone Ziarelli, Stefano Santoro, Daniela Lanari, Ferdinando Pizzo, Luigi Vaccaro

Affiliations

  1. Laboratory of Green Synthetic Organic Chemistry, CEMIN - Dipartimento di Chimica, Università di Perugia, Via Elce di Sotto 8, Perugia, Italy.

PMID: 26974873 DOI: 10.1039/c6ob00242k

Abstract

PS-BEMP was used as a heterogeneous catalyst for the phospha-Michael addition of phosphorus nucleophiles to a variety of electron-poor alkenes. The addition reactions were generally performed with equimolar amounts of reagents under solvent free conditions. The protocol proved to be very efficient for the addition to aromatic, non-aromatic and cyclic ketones, giving good yields (78-85%) in all cases. The protocol was also extended with good results to α,β-unsaturated esters and nitriles. This demonstrates that PS-BEMP is a good catalyst for the phospha-Michael addition to electron-poor alkenes.

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