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Reusable catalysts for the asymmetric Diels-Alder reaction.
Chemistry. 2007; 13(3):992-1000.C

Abstract

A new method for recycling chiral bis(oxazoline)-copper complexes is described based on the formation of charge-transfer complexes, their subsequent precipitation, and reuse after addition of new substrates. The conditions to perform this procedure were optimized in the presence of three bis(oxazoline)-based ligands. When associated with copper salts, these ligands efficiently catalyzed the Diels-Alder reaction between cyclopentadiene and alpha,beta-unsaturated acyloxazolidinones. These catalysts were successfully recycled up to ten times while maintaining their high activities and enantioselectivities.

Authors+Show Affiliations

Chollet G
Equipe de Catalyse Moléculaire, ICMMO, UMR 8182, Université Paris-Sud, 91405 Orsay, France.
Guillerez MG
No affiliation info available
Schulz E
No affiliation info available

MeSH

CatalysisCopperCrystallography, X-RayCyclopentanesLigandsModels, MolecularMolecular StructureOrganometallic CompoundsOxazolesOxazolidinonesStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17044109

Citation

Chollet, Guillaume, et al. "Reusable Catalysts for the Asymmetric Diels-Alder Reaction." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 13, no. 3, 2007, pp. 992-1000.
Chollet G, Guillerez MG, Schulz E. Reusable catalysts for the asymmetric Diels-Alder reaction. Chemistry. 2007;13(3):992-1000.
Chollet, G., Guillerez, M. G., & Schulz, E. (2007). Reusable catalysts for the asymmetric Diels-Alder reaction. Chemistry (Weinheim an Der Bergstrasse, Germany), 13(3), 992-1000.
Chollet G, Guillerez MG, Schulz E. Reusable Catalysts for the Asymmetric Diels-Alder Reaction. Chemistry. 2007;13(3):992-1000. PubMed PMID: 17044109.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Reusable catalysts for the asymmetric Diels-Alder reaction. AU - Chollet,Guillaume, AU - Guillerez,Marie-George, AU - Schulz,Emmanuelle, PY - 2006/10/18/pubmed PY - 2007/3/27/medline PY - 2006/10/18/entrez SP - 992 EP - 1000 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 13 IS - 3 N2 - A new method for recycling chiral bis(oxazoline)-copper complexes is described based on the formation of charge-transfer complexes, their subsequent precipitation, and reuse after addition of new substrates. The conditions to perform this procedure were optimized in the presence of three bis(oxazoline)-based ligands. When associated with copper salts, these ligands efficiently catalyzed the Diels-Alder reaction between cyclopentadiene and alpha,beta-unsaturated acyloxazolidinones. These catalysts were successfully recycled up to ten times while maintaining their high activities and enantioselectivities. SN - 0947-6539 UR - https://www.unboundmedicine.com/medline/citation/17044109/Reusable_catalysts_for_the_asymmetric_Diels_Alder_reaction_ L2 - https://doi.org/10.1002/chem.200601081 DB - PRIME DP - Unbound Medicine ER -