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Towards the development of continuous, organocatalytic, and stereoselective reactions in deep eutectic solvents.


ABSTRACT: Different deep eutectic solvent (DES) mixtures were studied as reaction media for the continuous synthesis of enantiomerically enriched products by testing different experimental set-ups. L-Proline-catalysed cross-aldol reactions were efficiently performed in continuo, with high yield (99%), anti-stereoselectivity, and enantioselectivity (up to 97% ee). Moreover, using two different DES mixtures, the diastereoselectivity of the process could be tuned, thereby leading to the formation, under different experimental conditions, to both the syn- and the anti-isomer with very high enantioselectivity. The excess of cyclohexanone was recovered and reused, and the reaction could be run and the product isolated without the use of any organic solvent by a proper choice of DES co

SUBMITTER: Brenna D 

PROVIDER: S-EPMC5238568 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature