Interrupted nazarov reactions using dichlorocyclopropanes: a novel mode of arene trapping.
2-Siloxy-2-alkenyl-1,1-dichlorocyclopropanes with aryl-terminated side chains undergo silver-assisted electrocyclic opening/Nazarov cyclization. The resulting 2-siloxycyclopentenyl cations are intercepted by the pendant arenes to furnish tricyclic adducts in moderate to good yields. In cases where the arene trap was tethered through the cyclopropane unit, a new mode of trapping occurred to generate unique bridged carbon frameworks.
Grant
Tina N
TN
Department of Chemistry, University of Alberta, Edmonton, AB, Canada T6G 2G2.
West
F G
FG