1. Total Synthesis of Vinigrol Using a New Strategic Concept, 2. Asymmetric Alkynyl-Substituted Trimethylenemethane [6+3] Cycloadditions, 3. Total Synthesis of Bryostatin 3 Using a New Strategic Concept

• Applicant: Olesya Kuzmina, Ph.D.
• Subject Area: Organic Molecular Chemistry - Synthesis and Characterisation
• Term: from 2015 to 2016
• Project identifier: Deutsche Forschungsgemeinschaft (DFG) - Project number 273747462

In summary, we envisage a Trost asymmetric Pd-TMM reaction followed by a novel ring expansion process as the key steps to provide an efficient route to a natural product - vinigrol. Additionally, our synthetic program will examine the scope of an important class of electrocyclic reactions, namely [6+3] cycloaddition with novel TMM donors (trimethylenemethane derivatives) and acceptors, which have not been tested previously, expanding the scope of asymmetric Pd-TMM reactions. This will pave the way to a more straightforward syntheses of bioactive molecules containing bicyclic core structures. This new synthesis involving an unprecedented type of strategy will also offer the prospect of easily making analogues not available by the existing routes.

• DFG Programme: Research Fellowships
• International Connection: USA
• Host: Professor Barry M. Trost