One-pot synthesis, crystallization and deracemization of isoindolinones from achiral reactants

Steendam, René R E and Kulka, Michaël W. and Meekes, Hugo and Van Enckevort, Willem J P and Raap, Jan and Vlieg, Elias and Rutjes, Floris P J T (2015) One-pot synthesis, crystallization and deracemization of isoindolinones from achiral reactants. European Journal of Organic Chemistry, 2015 (33). pp. 7249-7252. ISSN 1434-193X (https://doi.org/10.1002/ejoc.201501191)

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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.

ORCID iDs

Steendam, René R E ORCID logoORCID: https://orcid.org/0000-0002-3363-4160, Kulka, Michaël W., Meekes, Hugo, Van Enckevort, Willem J P, Raap, Jan, Vlieg, Elias and Rutjes, Floris P J T;