Synthesis of chiral sulfondiamides and their use in asymmetric catalysis

Ziel

The objective of the project is to combine chemical and enzymatic methods to show the complementarity of both techniques in the field of asymmetric synthesis. It will consist of two parts :
1.- Synthesis of chiral sulfondiamides (12-15 months). Several possibilities will be considered for their preparation in optically active form, such as enzymatic resolution of racemic mixtures or resolution by salt formation (0-3 months), imitation of an optically active sulfimide (0-3 months), and separation of enantiomers by preparative chiral HPLC (0-3 months). These sulfondiamides will be modified, so that the nitrogen atom bears different aryl rings (such as phenols and pyridines), able to chelate metals (3-6 months).
2 . - Once several promising sulfondiamides have been prepared, they will be tested as chiral auxiliaries and ligands in catalysed asymmetric reactions in which sulfoximines have proven to be useful(9-12 months): for example, copper catalyzed enantio selective hetero-Diels-Alder reaction (3-6 months) and palladium catalysedallylic alkylation (3-6 months) .Several possibilities will be considered for the preparation ofchiral sulfondiamides, both CHEMICAL (salt resolution, starting from chiral sulfimides, and preparative HPLC) and ENZYMATIC (resolution and asymmetrization), as well as chemical MODIFICATION of previous ones. Then, they will be tested as ligands and auxiliaries in METAL-CATALYSED asymmetric reactions. For the fellow, this will represent an opportunity to complement his previous knowledge in biocatalysis with its application in the preparation of new ligands which can be further used in NON-ENZYMATIC CATALYSIS. Previous experience Prof. Bolm's research grouping this field will help him to get easily familiarized with this other kind of catalysis .For the host group, this will broaden the scope of its research line, including ENZYMATIC CATALYSIS as a (new for it) possibility to do asymmetric synthesis.

Wissenschaftliches Gebiet

Programm/Programme

FP5-HUMAN POTENTIAL - Programme for research, technological development and demonstration on "Improving the human research potential and the socio-economic knowledge base" (1998-2002)

Thema/Themen

Data not available

Aufforderung zur Vorschlagseinreichung

Data not available

Finanzierungsplan

RGI - Research grants (individual fellowships)

Koordinator

AACHEN UNIVERSITY OF TECHNOLOGY

EU-Beitrag

Keine Daten

Adresse

1,Prof. Pirlet Strasse 1
52056 AACHEN
Deutschland

Gesamtkosten