Controlled racemization and asymmetric transformation of α-substituted carboxylic acids in the melt

…, GJA Ariaans, A Bruggink, B Zwanenburg

Index: Ebbers, Eelco J.; Ariaans, Gerry J. A.; Bruggink, Alle; Zwanenburg, Binne Tetrahedron Asymmetry, 1999 , vol. 10, # 19 p. 3701 - 3718

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Citation Number: 42

Abstract

The racemization and asymmetric transformation of a series of α-substituted carboxylic acids, viz. mandelic acid, hydratropic acid, ibuprofen and naproxen, were studied. Several racemization methods for mandelic acid were studied and it was found that base-catalyzed racemization in aprotic polar solvents was the most efficient method. Moreover, a fast and mild base-catalyzed racemization reaction in the melt was developed. DBN turned out to ...