Silicon-Based Cross-Coupling Reactions: Methodology, Total Synthesis And Mechanistic Studies

November 11, 2016

Scott Denmark

The discovery that organosilanols are viable partners in palladium-catalyzed cross-coupling reactions under fluoridefree activation has opened a new dimension for the application of silicon-based, carbon-carbon bond forming processes. This lecture will feature recent advances in the methodological extension of this reaction including the construction of silanol substrates, the scope of basic activators, and the diversification of transferable groups attached to silicon. In addition, the synthetic utility of the fluoride-free coupling process will be highlighted by application in complex natural product total synthesis. Finally, kinetic spectroscopic and crystallographic studies will be described that confirm the operation of a new mechanistic paradigm for silanol-based coupling reactions.