Microwave-accelerated asymmetric allylations using cysteine derived oxazolidine and thiazolidine palladium complexes

A set of enantiopure oxazolidine–thioether and thiazolidine–alcohol palladium complexes catalyze the microwave-mediated enantioselective allylation of rac-1,3-diphenyl-2-propenyl acetate with dimethyl malonate. Good yields and ee's were achieved in reaction times of 2 min instead of hours with...

Full description

Saved in:
Bibliographic Details
Published inJournal of molecular catalysis. A, Chemical Vol. 239; no. 1; pp. 235 - 238
Main Authors Braga, Antonio L., Silveira, Claudio C., de Bolster, Martin W.G., Schrekker, Henri S., Wessjohann, Ludger A., Schneider, Paulo H.
Format Journal Article
LanguageEnglish
Published Amsterdam Elsevier B.V 14.09.2005
Elsevier
Subjects
Allylation
Asymmetric catalysis
Catalysis
Chemistry
Exact sciences and technology
General and physical chemistry
Microwave
Oxazolidine
Palladium
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Thiazolidine
Microwave
Palladium
Oxazolidine
Asymmetric catalysis
Allylation
Thiazolidine
Ester
Cysteine
Diester
Palladium complex
Platinoid Complexes
Transition metal Complexes
Online AccessGet full text

Cover

More Information
Summary:A set of enantiopure oxazolidine–thioether and thiazolidine–alcohol palladium complexes catalyze the microwave-mediated enantioselective allylation of rac-1,3-diphenyl-2-propenyl acetate with dimethyl malonate. Good yields and ee's were achieved in reaction times of 2 min instead of hours with conventional heating. Microwave irradiation highly accelerates palladium-catalyzed enantioselective allylations with oxazolidine–thioether ligands and reduces the catalyst load required. However, sterically improved ligands giving high ee under normal conditions were not susceptable to such improvements. ▪
ISSN:1381-1169
1873-314X
DOI:10.1016/j.molcata.2005.06.008