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Hafnium inspired activation of highly hindered anhydrides in the acylation of alcohols and polyols
Authors:Enoch Mensah  Aaron Day  Raven Thomas
Institution:School of Natural Sciences, Indiana University Southeast, 4201 Grant Line Road, New Albany, IN 47150, USA
Abstract:A novel and highly efficient method for activating highly hindered acid anhydrides towards the acylation of alcohols and carbohydrate-derived polyols has been developed. This new method relies on the capacity of the hafnium triflate catalyst Hf(OTf)2 to activate highly hindered acid anhydrides, and to direct the acylation reaction. This new acylation protocol is mild and proceed at room temperature with low catalyst loading. The method is versatile and has been extended to different alcohol substrates with different steric encumbrance as well as carbohydrate-derived polyols to afford the corresponding ester products in good to excellent yields.
Keywords:Acylation  Isobutyric anhydride  Pivalic anhydride  Hafnium triflate  Pivalation
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