Chemistry–A European Journal

Steric Effects in the Uncatalyzed and DMAP??Catalyzed Acylation of Alcohols—Quantifying the Window of Opportunity in Kinetic Resolution Experiments

CB Fischer, S Xu, H Zipse

Index: Fischer, Christian B.; Xu, Shangjie; Zipse, Hendrik Chemistry - A European Journal, 2006 , vol. 12, # 22 p. 5779 - 5784

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Citation Number: 53

Abstract

Abstract The kinetics of the reaction of several alcohols (benzyl alcohol, ethanol, 1- phenylethanol, cyclohexanol, and 1-methyl-1-phenylethanol) with a selection of anhydrides (acetic anyhydride, propionic anhydride, isobutyric anhydride, isovaleric anhydride, and pivalic anhydride) as catalyzed by 4-(N, N-dimethylamino) pyridine (DMAP)/triethyl amine have been studied in CH 2 Cl 2 at 20 C. In all cases the reaction kinetics can be described ...