Reaction of unstabilized iodonium ylides with organoboranes.
[reaction: see text] Exposure of monocarbonyl iodonium ylides, generated by the ester exchange of (Z)-(2-acetoxyvinyl)-lambda(3)-iodanes with EtOLi, to organoboranes results in a 1,2-shift of a carbon ligand from boron to the ylide carbons, which probably generates hitherto uncharacterized alpha-boryl ketones.
Ochiai
Masahito
M
Faculty of Pharmaceutical Sciences, University of Tokushima, 1-78 Shomachi, Tokushima 770-8505, Japan. mochai@ph.tokushima-u.ac.jp
Tuchimoto
Yoshimi
Y
Higashiura
Nobuyuki
N
D001880:Boranes / Q000737:chemistry*; D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D009861:Onium Compounds / Q000138:chemical synthesis* / Q000737:chemistry*
D001880:Boranes; D006847:Hydrocarbons, Iodinated; D009861:Onium Compounds