4.2 Article

Environmentally friendly organic synthesis using bismuth compounds. Bismuth trifluoromethanesulfonate-catalyzed allylation of dioxolanes

Journal

AUSTRALIAN JOURNAL OF CHEMISTRY
Volume 61, Issue 6, Pages 419-421

Publisher

CSIRO PUBLISHING
DOI: 10.1071/CH08109

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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.

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