Kinetic Resolution of Racemic Carboxylic Acids Using Achiral Alcohols by the Promotion of Benzoic Anhydrides and Tetramisole Derivatives: Production of Chiral Nonsteroidal Anti‐Inflammatory Drugs and Their Esters

DOI Web Site Web Site 17 Citations

Search this article

Description

<jats:title>Abstract</jats:title><jats:p>A variety of optically active carboxylic esters were produced by kinetic resolution of racemic carboxylic acids by using achiral alcohols, benzoic anhydrides, and Birman's tetramisole‐type catalysts. Bis(α‐naphthyl)methanol is a very effective reagent for producing the corresponding esters with high <jats:italic>ee</jats:italic> values in the presence of 4‐methoxybenzoic anhydride (PMBA) as the coupling reagent by promotion of benzotetramisole derivatives (BTM, α‐Np‐BTM, and β‐Np‐BTM). This protocol directly provides chiral carboxylic esters from free carboxylic acids and achiral alcohols by utilizing a transacylation process to generate the mixed anhydrides from the acid components with benzoic anhydride derivatives in the presence of chiral catalysts.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)</jats:p>

Journal

Citations (17)*help

See more

Report a problem

Back to top