Enantioselective catalysis. Part 148: Carbohydrate-derived oxime ethers stable towards hydrolysis-syntheses of ligands and complexes and a study of their catalytic properties

Brunner, Henri and Schoenherr, Maximilian and Zabel, Manfred (2003) Enantioselective catalysis. Part 148: Carbohydrate-derived oxime ethers stable towards hydrolysis-syntheses of ligands and complexes and a study of their catalytic properties. TETRAHEDRON-ASYMMETRY, 14 (9). pp. 1115-1122. ISSN 0957-4166

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Abstract

The synthesis of new hydrolytically stable oxime ether ligands by condensation of various aldehydes with O-beta-D-glucopyranosylhydroxylamine 1 or O-beta-D-galactopyranosylhydroxylamine 4 is described. After peracetylation of the hydroxyl groups, ligands soluble in organic solvents were obtained. The ligands have been tested in transition metal-catalysed reactions. Phosphorus-containing ligands gave high yields in palladium-catalysed allylic alkylation and rhodium-catalysed hydrosilylation reactions although the enantioselectivities were low. A 1,3-diphenylallyl-palladium(II) complex of ligand 2b was prepared and its structure was established by X-ray diffraction analysis. (C) 2003 Elsevier Science Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: ASYMMETRIC ALLYLIC ALKYLATION; HYDROGENATION; ALLYLATION; WATER; ACID; PD;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner
Depositing User: Dr. Gernot Deinzer
Date Deposited: 11 Aug 2021 06:09
Last Modified: 11 Aug 2021 06:09
URI: https://pred.uni-regensburg.de/id/eprint/39015

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