SCHEDULED MAINTENANCE
Stereospecific synthesis of (E
)-alkenyl(phenyl)iodonium tetrafluoroborates via zirconium–iodane exchange
Abstract
Reaction of vinylzirconium with hypervalent phenyliodanes leads to
zirconium–iodane exchange in THF at room temperature yielding
alkenyl(phenyl)iodonium salts stereoselectively with retention of
configuration. Vinyliodonium salts are highly effective as the activated
species of vinyl iodides. They reacted with RMgBr in the presence of CuI
to afford (E)-1,2-disubstituted alkenes.
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)-alkenyl(phenyl)iodonium tetrafluoroborates via zirconium–iodane exchange