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Updated: May 6, 2026
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
H-bonding activation in highly regioselective acetylation of diols
Yixuan Zhou1, Martin Rahm, Bin Wu
1School of Chemistry & Chemical Engineering, Huazhong University of Science & Technology , Luoyu Road 1037, Wuhan 430074, P. R. China.
Abstract:
H-bonding activation in the regioselective acetylation of vicinal and 1,3-diols is presented. Herein, the acetylation of the hydroxyl group with acetic anhydride can be activated by the formation of H-bonds between the hydroxyl group and anions. The reaction exhibits high regioselectivity when a catalytic amount of tetrabutylammonium acetate is employed. Mechanistic studies indicated that acetate anion forms dual H-bonding complexes with the diol, which facilitates the subsequent regioselective monoacetylation.
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