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A copper-templated, bifunctional organocatalyst: A strongly cooperative dynamic system for the aldol reaction

AuthorsSerra-Pont, Anna; Alfonso, Ignacio ; Solà Oller, Jordi ; Jimeno, Ciril
Chemical reactions
Efficient catalysts
Issue Date17-Jul-2017
PublisherRoyal Society of Chemistry (UK)
CitationOrganic and Biomolecular Chemistry 15 (31): 6584-6591 (2017)
AbstractThe study of novel metal-templated dynamic organocatalytic systems has led to the identification of CuSO4 as the most efficient template to assemble monofunctional prolinamide- and thiourea-modified pyridine ligands. The structural and electronic requirements to assemble an efficient catalyst have been disclosed: both pyridine ligands must bear a 1,3-substitution pattern, and the thiourea ligand serves as a reducing agent to copper(i) as well. Eventually, the cooperative effects achieved with such a simple system deliver high reaction rates and stereoselectivities at room temperature in the asymmetric aldol reaction, requiring only 1 mol% of copper salt. © 2017 The Royal Society of Chemistry.
Publisher version (URL)10.1039/C7OB01370A
Appears in Collections:(IQAC) Artículos
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