Objective Alkali metal pyrrolate derivatives are effective /V-centred nucleophiles that partake in Michael addition reactions to electron poor alkenes. In the former case, the reaction leads to masked ÿ-amino acids that may be converted to the parent amino compound through a tandem ozonolysis/acid hydrolysis procedure. The reactions may be made asymmetric by using covalently linked chirality on the 2-position of the pyrrole ring, or catalytic quantities of chiral multidentate ligands to accelerate the Michael additio n reaction. We wish to explore and develop these ideas in the hope of securing the most scalable asymmetric route to ÿ-amino acids to date. The proposed chemistry falls into the class of asymmetric nucleophilic catalysis - no toxic transition metals are us ed and the reactions should be efficient and clean. The developed catalytic asymmetric reaction will be investigated to probe the scope of the chemistry and then applied to the synthesis of biologically important and/or naturally occurring natural products . Additionally the stereoselective enolate chemistry at the a-centre of the Michael adducts will be probed. With emphasis on the stereoselectivity in the chemistry and the diversity of functionality that enolate chemistry can bring to the Michael adducts, we will investigate the wealth of structural complexity we can create. This will add value to the utility of the products and the methodology as a whole. Fields of science natural scienceschemical sciencesorganic chemistryorganic reactionsnatural scienceschemical sciencesinorganic chemistryalkali metalsnatural scienceschemical sciencescatalysisnatural scienceschemical sciencesorganic chemistryamines Keywords AMINES ASYMMETRIC BUILDING BLOCKS CATALYTIC ENANTIOSELECTIVE LIGAND ACCELERATED STEREOSELECTIVE Programme(s) FP6-MOBILITY - Human resources and Mobility in the specific programme for research, technological development and demonstration "Structuring the European Research Area" under the Sixth Framework Programme 2002-2006 Topic(s) MOBILITY-2.1 - Marie Curie Intra-European Fellowships (EIF) Call for proposal FP6-2002-MOBILITY-5 See other projects for this call Funding Scheme EIF - Marie Curie actions-Intra-European Fellowships Coordinator THE CHANCELLOR, MASTERS AND SCHOLARS OF THE UNIVERSITY OF CAMBRIDGE EU contribution No data Address The Old Schools, Trinity Lane CAMBRIDGE United Kingdom See on map Total cost No data
