Asymmetric Pd-Catalyzed Conjugate Addition of Boronic Acids to Acceptor-Substituted Olefins - An Enantioselective Access to All-Carbon Quaternary Stereocenters

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Quarternary all-carbon substituted stereocenters are a common structural motif in complex natural products which often show distinct biological activities. However, only few methods for the (enantio-) selective construction of quarternary, all-carbon substituted stereocenters have been developed so far. Recently, the group of professor Stoltz could develop a new strategy to access this challenging structural motif. The goal of the proposed research proposal is to further improve the methodology by investigating alternative reaction partners and optimizing the use of substrates that have been shown to be complicated. In addition, subsequent transformations on the obtained products will be investigated in order to improve the flexibility and applicability of the investigated methodology. Finally, the developed methodology will be implemented into the synthesis of the natural occuring sesquiterpenes herbertenediol and enokipodin A and in the synthesis of the alkaloid mesembrin.