Modular multidentate phosphine ligands: application to palladium-catalyzed allylic alkylations
2006 (English)In: Organic and biomolecular chemistry, ISSN 1477-0520, E-ISSN 1477-0539, Vol. 4, no 3, 544-550 p.Article in journal (Refereed) Published
Multidentate phosphines were readily obtained by reaction of chiral multidentate amines, prepared via ring opening of (S)-N-tosyl-2-isopropylaziridine with ammonia, primary, and secondary amines, with achiral phosphorus containing building blocks. The phosphines were used in palladium-catalyzed alkylation of rac-3-cyclohexenyl and cyclopentenyl carbonates. The enantioselectivity and reactivity were largely dependent on the structure of the amine core of the ligands. Up to 88% ee was observed in reactions with the six-membered substrate.
Place, publisher, year, edition, pages
2006. Vol. 4, no 3, 544-550 p.
mediated addition, chiral aziridines, c-3 symmetry, benzaldehyde, derivatives, diethylzinc, alcohols
IdentifiersURN: urn:nbn:se:kth:diva-15419DOI: 10.1039/b513906fISI: 000235280700023ScopusID: 2-s2.0-33645674385OAI: oai:DiVA.org:kth-15419DiVA: diva2:333460
QC 201005252010-08-052010-08-05Bibliographically approved