Polymer-Supported Pyridine-Bis(oxazoline). Application to Ytterbium Catalyzed Silylcyanation of Benzaldehyde
2003 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 5, no 20, 3663-3665 p.Article in journal (Refereed) Published
Terminal acetylenes containing hydroxy and carboxylic acid groups were subjected to Sonogashira coupling with 4-bromo-2,6-bis[(R)-4-phenyloxazolin-2-yl]pyridine and the resulting pybox derivatives were immobilized on Tentagel resins. Ytterbium(ill) chloride complexes of the polymeric ligands catalyzed the addition of trimethylsilyl cyanide to benzaldehyde with 80-81% ee. The ligands were reused more than 30 times without any loss in selectivity or activity, and the metal complexes could be recovered and reused at least four times, although with slightly decreasing activity.
Place, publisher, year, edition, pages
2003. Vol. 5, no 20, 3663-3665 p.
benzaldehyde; oxazoline derivative; polymer; pyridine derivative; ytterbium; addition reaction; article; asymmetric catalysis; chemical reaction; reaction analysis; silylation
IdentifiersURN: urn:nbn:se:kth:diva-6917DOI: 10.1021/ol0353363ISI: 000185565500031OAI: oai:DiVA.org:kth-6917DiVA: diva2:11764
QC 201008092007-03-222007-03-222010-08-17Bibliographically approved