Green chemistry using bismuth compounds: Bismuth triflate catalyzed allylation of dioxolanes

CHED 301

Ram S. Mohan, rmohan@iwu.edu, James E. Christensen, and Matthew Huddle. Laboratory for Environmentally Friendly Organic Synthesis, Department of Chemistry, Illinois Wesleyan University, 201 East Beecher Street, Bloomington, IL 61701
Cyclic acetals (dioxolanes) are useful protecting groups in organic synthesis but they can also be converted to other useful functional groups. Bismuth triflate is an efficient catalyst for the allylation of cyclic acetals followed by in situ derivatization of the product with acid anhydrides. Such multicomponent reactions save steps and work up after each step associated with a multi-step synthesis. Bismuth compounds are attractive as catalysts because of their remarkably low toxicity and ease of handling. The results of this study will be presented.