Controlled racemization and asymmetric transformation of α-substituted carboxylic acids in the melt
作者： Eelco J. Ebbers , Gerry J.A. Ariaans , Alle Bruggink , Binne Zwanenburg
DOI: 10.1016/S0957-4166(99)00387-0
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摘要: Abstract The racemization and asymmetric transformation of a series α-substituted carboxylic acids, viz. mandelic acid, hydratropic ibuprofen naproxen, were studied. Several methods for acid studied it was found that base-catalyzed in aprotic polar solvents the most efficient method. Moreover, fast mild reaction melt developed. DBN turned out to be very racemizing base substrates Combination with known resolution processes resulted crystallization-induced transformations. Treating racemic or 1.5–2.5 equivalents enantiopure α-methylbenzylamine catalytic amount isolation enantiomerically enriched ees up 75% almost quantitative yields.
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