jo502611x_si_001.pdf (1.66 MB)
Metal-Catalyzed Thermal Reactions of Cyclic β‑Dicarbonyl Phenyliodonium Ylide with Styrenes
journal contribution
posted on 2015-01-16, 00:00 authored by Alexandra-Eleni Bosnidou, Dimitra Kalpogiannaki, Sofia Karanestora, John A. Nixas, Lazaros P. HadjiarapoglouA cyclic
β-dicarbonyl phenyliodonium ylide reacted with various
substituted styrenes under Rh2(OAc)4 catalysis
to give cyclopropanes and dihydrofurans in a highly regioselective
fashion. When styrenes with electron-donating substituents or disubstituted
were employed, only dihydrofurans were isolated instead. A mechanism
involving two competing pathways rationalizes the results.