Project Details
Projekt
Chiral mono- and bifunctional organic catalysts: A joint experimental-theoretical approach to asymmetric organic synthesis
Subject Area
Organic Molecular Chemistry - Synthesis and Characterisation
Term
from 2005 to 2012
Project identifier
Deutsche Forschungsgemeinschaft (DFG) - Project number 5451529
In this project the scope of the new chiral primary amine-thiourea and guanidine-thiourea catalysts developed in our laboratory will be extended to other useful reactions that can use N-Boc-imines as substrates (e.g. the Strecker synthesis, Mannich and aza-Henry reactions, etc.), and to natural product syntheses via Diels-Alder and hetero-Diels-Alder reactions. Further design and synthesis of new bifunctional frameworks that contain both the Lewis-base unit (e. g. formamides, sulfoxides, etc.) and the thiourea moiety, and that can activate both nucleophiles and electrophiles simultaneously via non-covalent interactions, will be carried out. The development of an asymmetric organocatalytic version of [3+2] cycloaddition reactions that is applicable to the synthesis of pyrazolidines (an interesting class of heterocyclic compounds), and the development of new organocatalytic systems for different organic transformations in the presence of water without using organic solvents is a further goal. This research is characterized by close cooperation and continuous feedback between theoretical investigations that make use of electronic structure calculations and statistical rate theory and experiment.
DFG Programme
Priority Programmes
Subproject of
SPP 1179:
Organocatalysis
