Coupling reactions of alpha-bromoalkenyl phosphonates with aryl boronic acids and alkenyl borates.
[reaction: see text] Transition metal-catalyzed arylation and alkenylation of the alpha-bromoalkenyl phosphonates were investigated with organoboranes and -borates. Arylation was successful with the aryl boronic acids and a palladium catalyst, while alkenylation was found to proceed with alkenyl borates and a nickel catalyst. In addition, an intramolecular Diels-Alder reaction of the diene prepared by the alkenylation afforded the corresponding adduct.
Kobayashi
Yuichi
Y
Department of Biomolecular Engineering, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8501, Japan. ykobayas@bio.titech.ac.jp
William
Anthony D
AD