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)

[thumbnail of Steendam-etal-EJOC-2015-One-pot-synthesis-crystalization-and-deracemization-of-isoindolinones]
Preview
 Text. Filename: Steendam_etal_EJOC_2015_One_pot_synthesis_crystalization_and_deracemization_of_isoindolinones.pdf
Accepted Author Manuscript
Download (380kB)| Preview

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.

  • Item type:Article
    ID code:58489
    Dates:
    Date
    Event
    1 November 2015
    Published
    22 October 2015
    Published Online
    22 October 2015
    Accepted
    Notes:This is the peer reviewed version of the following article: 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., which has been published in final form at http://dx.doi.org/10.1002/ejoc.201501191. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
    Subjects:Science > Chemistry
    Department:Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences
    Depositing user: Pure Administrator
    Date deposited:04 Nov 2016 14:56
    Last modified:11 Apr 2024 01:02
    Related URLs:
    URI:https://strathprints.strath.ac.uk/id/eprint/58489
CORE (COnnecting REpositories)