Abstract

Cyclic acetals (dioxolanes, dioxanes, and dithianes) are common protecting groups in organic synthesis but they can also be converted to other useful functional groups. A bismuth(III) triflate-catalyzed multi component reaction involving the allylation of cyclic acetals followed by in situ derivatization with acid anhydrides to generate highly functionalized esters and thioesters has been developed under solvent-free conditions. Most reagents used to date for the allylation of cyclic acetals are highly corrosive or toxic and are often required in stoichiometric amounts. In contrast, the use of a relatively non-toxic and non-corrosive bismuth(III) based catalyst makes this methodology benign and attractive.

Disciplines

Physical Sciences and Mathematics