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Polymer-bound bis(oxazoline) as a chiral catalyst
KTH, Superseded Departments, Chemistry.ORCID iD: 0000-0002-1743-7650
2001 (English)In: Tetrahedron: asymmetry, ISSN 0957-4166, E-ISSN 1362-511X, Vol. 12, no 10, 1475-1478 p.Article in journal (Refereed) Published
Abstract [en]

A chiral bis(oxazoline) was grafted on ArgoGel and used in the palladium-catalysed substitution of (+/-)-1,3-diphenyl-2-propenyl acetate with dimethyl malonate. The enantioselectivity was the same as that observed when the analogous monomeric catalyst was used (94-95% e.e.), despite the fact that the C-2 symmetry of the ligand was affected when coupled to the polymer. The polymer-supported catalyst could be recycled several times after removal of precipitated Pd(0). The polymer-bound bis(oxazoline) was also applied in a zinc-catalysed Diels-Alder reaction but lower selectivity and reactivity than the monomer was observed.

Place, publisher, year, edition, pages
2001. Vol. 12, no 10, 1475-1478 p.
Keyword [en]
diels-alder reaction, enantioselective cyclopropanation reactions, solid-phase synthesis, heterogeneous catalysts, asymmetric catalysis, copper(ii) complexes, nitrogen ligands, enol ethers, aldol, alkylation
URN: urn:nbn:se:kth:diva-20830ISI: 000170127000014OAI: diva2:339527
QC 20100525Available from: 2010-08-10 Created: 2010-08-10Bibliographically approved

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