Reaction of silyl-substituted carbanions with functionalized oxiranes will be exploited in a domino process involving a series of nucleophilic substitution reactions and a silicon migration to give novel ring compounds with potential biological activity

• Applicant: Professor Dr. Ernst Schaumann
• Subject Area: Organic Molecular Chemistry - Synthesis and Characterisation
• Term: from 2006 to 2009
• Project identifier: Deutsche Forschungsgemeinschaft (DFG) - Project number 26477264

C-bonded silicon has a tendency to migrate to the oxygen of an alkoxide leaving behind a carbanion. Our systems are equipped with a separate electrophilic center which is then attacked by the carbanion to give ring closure and making the silicon migration irreversible. The products are usually carbocycles. However, additional functionality should allow to give useful modifications and allow the elaboration to molecules with biological activity, e.g. carbanucleosides and prostacyclin-type compounds. The cooperation with a Taiwanese group should allow to expand the scope of the reaction by inclusion of nitrogen-containing targets into our research program, e.g. making novel types of amines, N-monocycles, or pyrrolizidines.

• DFG Programme: Research Grants
• International Connection: Taiwan
• Participating Person: Professor Dr. Shang-Shing P. Chou