Molecules 2011-01-01

Lipase-catalyzed kinetic resolution of aryltrimethylsilyl chiral alcohols.

Dayvson J Palmeira, Juliana C Abreu, Leandro H Andrade

Index: Molecules 16(11) , 9697-713, (2011)

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Abstract

Lipase-catalyzed kinetic resolution of aryltrimethylsilyl chiral alcohols through a transesterification reaction was studied. The optimal conditions found for the kinetic resolution of m- and p-aryltrimethylsilyl chiral alcohols, led to excellent results, high conversions (c = 50%), high enantiomeric ratios (E > 200) and enantiomeric excesses for the remaining (S)-alcohol and (R)-acetylated product (>99%). However, kinetic resolution of o-aryltrimethylsilyl chiral alcohols did not occur under the same conditions applied to the other isomers.© 2011 by the authors; licensee MDPI, Basel, Switzerland.