Enantioselective palladium-catalyzed allylic substitutions with asymmetric chiral ligands

Phosphinooxazolines are highly effective ligands in Pd catalyzed asymmetric substitutions of allylic compounds. Malonates, amines and nitronates can be employed successfully as nucleophiles. Mechanistic aspects, studied by NMR and X-ray crystal structure analyses, are presented. These studies were f...

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Bibliographic Details
Published inJournal of Organometallic Chemistry Vol. 576; no. 1; pp. 203 - 214
Main Author Helmchen, Günter
Format Book Review Journal Article
LanguageEnglish
Published Elsevier B.V 15.03.1999
Subjects
Asymmetric synthesis
Catalysis
Palladium
Phosphines
π-Allyl complexes
π-Allyl complexes
Palladium
Catalysis
Asymmetric synthesis
Phosphines
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Summary:Phosphinooxazolines are highly effective ligands in Pd catalyzed asymmetric substitutions of allylic compounds. Malonates, amines and nitronates can be employed successfully as nucleophiles. Mechanistic aspects, studied by NMR and X-ray crystal structure analyses, are presented. These studies were focused on identification of Pd-bound intermediates in order to gain a clear understanding of the enantioselective step in the catalytic cycle. Also described are reactions under catalysis with Pd complexes of a new phosphinocarboxylic acid. Applications in syntheses of physiologically active compounds are presented.
ISSN:0022-328X
1872-8561
DOI:10.1016/S0022-328X(98)01059-6