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Modular multidentate phosphine ligands: application to palladium-catalyzed allylic alkylations
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.ORCID iD: 0000-0002-1743-7650
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
Abstract [en]

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.
Keyword [en]
mediated addition, chiral aziridines, c-3 symmetry, benzaldehyde, derivatives, diethylzinc, alcohols
Identifiers
URN: urn:nbn:se:kth:diva-15419DOI: 10.1039/b513906fISI: 000235280700023Scopus ID: 2-s2.0-33645674385OAI: oai:DiVA.org:kth-15419DiVA: diva2:333460
Note
QC 20100525Available from: 2010-08-05 Created: 2010-08-05 Last updated: 2017-12-12Bibliographically approved

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Moberg, Christina

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