Environmentally Friendly Organic Synthesis Using Bismuth Compounds. Bismuth Trifluoromethanesulfonate-Catalyzed Allylation of Dioxolanes

Ram S. Mohan, Matthew J. Spaffpord, James E. Christensen, Matthew G. Huddle, Joshua R. Lacey

Research output: Journal ArticleArticlepeer-review

Abstract

A bismuth trifluoromethanesulfonate (triflate)-catalyzed (2.0 mol-%) multicomponent reaction involving the allylation of dioxolanes followed by in situ derivatization with anhydrides to generate highly functionalized esters has been developed under solvent-free conditions. Most reagents used to date for allylation of dioxolanes are highly corrosive 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 especially attractive for scale-up.
Original languageAmerican English
JournalAustralian Journal of Chemistry
Volume61
StatePublished - 2008

Keywords

  • Araliphatic ethers
  • carboxylic acid esters (acyclic compounds)
  • ring opening reactions
  • multicomponent reactions

Disciplines

  • Organic Chemistry

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