The generation of α-oxo gold carbene via gold-catalyzed intermolecular alkyne oxidation emerged as an efficient method for synthesis. Despite the significant achievements made in this area, selective formation of α-oxo gold carbene from internal alkyne remains a significant chanllenge for synthesis. Herein, we report a highly efficient formation of α-oxo gold carbenes with regioselectivities oppose to the inherent ones via a desulfonylation strategy. Selected reactions of the gold carbenes, such as intermolecular cyclopropanations, [3+2] cycloaddtions and trapping by additional N-oxides demonstrate the feasibility of this approach and its synthetic potential.

Overcome inherent regioselectivity in oxidative gold catalysis: A desulfonylation approach

249th National Meeting (2015)

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