Chemistry–A European Journal

Kinetic Resolution of α??Substituted Alkanoic Acids Promoted by Homobenzotetramisole

X Yang, VB Birman

Index: Yang, Xing; Birman, Vladimir B. Chemistry - A European Journal, 2011 , vol. 17, # 40 p. 11296 - 11304

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Citation Number: 18

Abstract

Abstract A new method for catalytic nonenzymatic kinetic resolution of α-substituted alkanoic acids has been developed, which relies on their activation with DCC followed by enantioselective alcoholysis of the intermediate symm-anhydrides in the presence of the amidine-based catalyst homobenzotetramisole (HBTM). Moderate to excellent selectivity factors (s= 5–96) have been obtained in the case of several classes of substrates, namely, ...