An Efficient Synthetic Method for 3-Bromofuran Derivatives via Stereoselective Cyclization of γ,δ-Epoxy-(E)-α-bromoacrylates
作者:Masaaki Miyashita、Fumihiko Yoshimura、Masaki Takahashi、Keiji Tanino
DOI:10.3987/com-08-s(f)25
日期:——
A novel and efficient synthetic method for 3-bromofuran derivatives via stereoselective cyclization of gamma,delta-epoxy-(E)-alpha-bromoacrylates is described. The reaction of a gamma,delta-epoxy-(E)-alpha-bromoacrylate with MeAl3-H2O gave rise to a 3-bromo-2-methylfuran derivative, i.e., methylated bromofuran at the 2-position, while the reaction with Me3Al-(CF3)(2)CHOH reagent produced a 2-alkoxy-3-bromofuran derivative in high yield. The 3-bromofuran obtained was transformed into various functionalized furan derivatives.