A facile tandem reaction to access β-hydroxy-α,α-difluoroketone derivatives catalyzed by titanocene dichloride/magnesium

Tandem reactions of Barbier-type allylation, Brook rearrangement and fluoride-promoted aldol reaction were developed, which afforded a facile, “one-pot” process to β-hydroxy-α,α-difluoroketone derivatives with good to excellent yields.

Tandem reactions of Barbier-type allylation, Brook rearrangement and fluoride-promoted aldol reaction were developed, which afforded a facile, “one-pot” process to β-hydroxy-α,α-difluoroketone derivatives with good to excellent yields.Figure optionsDownload as PowerPoint slideHighlights
► Applied the Cp2TiCl2/M (M = Mg or Zn) system to allylation of trifluoroacylsilanes for the first time.
► Developed a tandem reaction of barbier-type allylation, brook rearrangement and mukaiyama-aldol addition.
► The tandem reactions didn’t go smooth without TBAT.