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One‐Pot Synthesis, Crystallization and Deracemization of Isoindolinones from Achiral Reactants
Author(s) -
Steendam René R. E.,
Kulka Michaël W.,
Meekes Hugo,
van Enckevort Willem J. P.,
Raap Jan,
Vlieg Elias,
Rutjes Floris P. J. T.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201501191
Subject(s) - chemistry , crystallization , catalysis , grinding , solvent , solid state , combinatorial chemistry , reaction conditions , organic chemistry , chemical engineering , materials science , composite material , engineering
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.