15-11

R.E. Steendam, M.W. Kulka, H. Meekes, W.J.P. van Enckevort, J. Raap, E. Vlieg, and F.P.J.T. Rutjes,

One-pot synthesis, crystallization and deracemization of isoindolinones from achiral reactants,
Eur. J. Org. Chem. (2015) 7249-7252

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.