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 in:Journal of molecular catalysis. A, Chemical Chemical, 2005-09, Vol.239 (1), p.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: Article
Language:English
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
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
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