Reaction of organometallic reagents of ethyl bromodifluoroacetate with allylic halides

A direct and rapid route to α,α-difluoroacylsilanes from trifluoroethanol

“…Alternative methods of synthesis of acylsilane compounds of this type could involve Gelb's methodology based upon tetrafluoroethene, or Lang's Reformatsky-Claisen rearrangement [26] of chlorodifluoroacetate esters (difficult to reproduce in our hands), or coupling of the Reformatsky reagent with an allylic halide [27] from ethyl bromodifluoroacetate (scaleable but based on an expensive starting material), followed by processing of the acid functionality to the acylsilane [28] (which is unknown chemistry for substrates of this type). On the laboratory scale, we believe that the directness of this methodology makes it attractive for the synthesis of this under exploited class of acylsilanes.…”