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Molecules. 2010 May 18;15(5):3643-60. doi: 10.3390/molecules15053643.

Enantioselectivity induced by oxazaborolidine supported on mesoporous silica or by its analog in homogeneous phase.

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Institut Charles Gerhardt Montpellier, UMR 5253 CNRS/ENSCM/UM2/UM1, Matériaux Avancés pour la Catalyse et la Santé, MACS- 8, rue de l'Ecole Normale, 34296 Montpellier cedex 5, France.


The impact of immobilization of oxazaborolidines supported on silica via different substituents on the boron and nitrogen atoms is evaluated in the enantioselective reduction of acetophenone. The performances of the homogeneous analog oxazaborolidines and silica supported-ones are compared by varying different parameters. This article deals with the synthesis, characterization and catalytic evaluation of silica-supported oxazaborolidines, their recycling capabilities and regeneration limitations.

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