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.


April 28, 2004

Building Addressable Libraries: The Use of Electrochemistry for Generating Reactive Pd(II) Reagents at Preselected Sites on a Chip

Eden Tesfu, Karl Maurer, Steven R. Ragsdale, and Kevin D. Moeller
J. Am. Chem. Soc., 2004, 126 (20), 6212–6213

A Pd(II) reagent has been generated at preselected sites on an electrochemically addressable chip. The reagent was used to effect the Wacker oxidation of an olefin substrate bound to the chip near the electrode. The use of ethyl vinyl ether in the solution above the chip effectively kept the Pd(II) reagent generated at the preselected electrode from migrating to neighboring electrodes and initiating Wacker oxidations at unwanted sites on the chip.