One-Pot Synthesis, Crystallization and Deracemization of Isoindolinones from Achiral Reactants

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Abstract

The synthesis, crystallization, and complete solid-state deracemization of isoindolinones was realized in one pot simply by grinding achiral reaction components in a suitable solvent with an achiral catalyst. Previously, this concept was applied to a reversible reaction, but herein we showed that it could also be used in combination with reactions in which product formation is irreversible. A controlled final configuration of the product was obtained by using small amounts of chiral additives or seed crystals of the product.

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Steendam, R. R. E., Kulka, M. W., Meekes, H., Van Enckevort, W. J. P., Raap, J., Vlieg, E., & Rutjes, F. P. J. T. (2015). One-Pot Synthesis, Crystallization and Deracemization of Isoindolinones from Achiral Reactants. European Journal of Organic Chemistry, 2015(33), 7249–7252. https://doi.org/10.1002/ejoc.201501191

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