Concepedia

Rapid, clean, and mild O-acetylation of alcohols and carbohydrates in an ionic liquid

Stewart A. Forsyth, Douglas R. MacFarlane, Robin J. Thomson, Mark von Itzstein

Chemical Communications · 2002 · 198 citations · 11 references

DOI

Concepts

Abstract

Archetypal O-acetylation reactions of alcohols and carbohydrates proceed rapidly in high yield under mild conditions in a dicyanamide based ionic liquid, that is not only an effective solvent but also an active base catalyst.

References

11

Tributylphosphine: a remarkable acylation catalyst

Edwin Vedējs, Steven T. Diver · Journal of the American Chemical Society · 1993 · 316 citations

, , +6

An Extremely Powerful Acylation Reaction of Alcohols with Acid Anhydrides Catalyzed by Trimethylsilyl Trifluoromethanesulfonate

Panayiotis A. Procopiou, Simon P. D. Baugh, Stephen S. Flack et al. · The Journal of Organic Chemistry · 1998 · 260 citations

, , +11

Scandium Trifluoromethanesulfonate as an Extremely Active Acylation Catalyst

Kazuaki Ishihara, Manabu Kubota, Hideki Kurihara et al. · Journal of the American Chemical Society · 1995 · 249 citations

, , +5

Iodine: A versatile reagent in carbohydrate chemistry IV. Per-O-acetylation, regioselective acylation and acetolysis

K. P. Ravindranathan Kartha, Robert A. Field · Tetrahedron · 1997 · 162 citations

, , +13

Acylation of alcohols with acetic anhydride catalyzed by TaCl5: Some implications in kinetic resolution

S. Chandrasekhar, T. Ramachander, Mohamed Takhi · Tetrahedron Letters · 1998 · 160 citations

, , +14