Enantioselective Palladium-Catalyzed Decarboxylative Dearomative Asymmetric Allylic Alkylation of Benzofurans: Diversity-Oriented Synthesis of Flavaglines

With the introduction of new Trost-type bisphosphine ligands bearing a chiral cycloalkane framework, the highly efficient and enantioselective palladium-catalyzed decarboxylative dearomative asymmetric allylic alkylation (AAA) of benzofurans was achieved. This enabled a diversity-oriented synthesis (DOS) of previously unreachable flavaglines, which features two diversification stages. A new avenue for developing flavagline-based drugs was thus established.

Automated summary

The highly efficient and enantioselective palladium-catalyzed decarboxylative dearomative asymmetric allylic alkylation of benzofurans was achieved using new Trost-type bisphosphine ligands bearing a chiral cycloalkane framework. This led to a diversity-oriented synthesis of previously unreachable flavaglines, establishing a new avenue for developing drugs based on flavaglines.