October 23, 2004

Anodic Coupling Reactions: the Use of N,O-Ketene Acetal Coupling Partners

Yung-tzung Huang and Kevin D. Moeller
Org. Lett., 2004, 6 (23), pp 4199–4202

Intramolecular anodic olefin coupling reactions utilizing N,O-ketene acetals have been studied. Coupling reactions with both enol ether and allylsilane terminating groups were examined. The reactions involving the coupling of the N,O-ketene acetals with allylsilane groups were found to be much more efficient than corresponding reactions utilizing dithioketene acetal groups and allylsilanes. The reactions were also more efficient than the intramolecular coupling reactions between enol ethers and allylsilanes studied earlier.