Literature DB >> 23150288

Total spontaneous resolution by deracemization of isoindolinones.

Fumitoshi Yagishita1, Hiroki Ishikawa, Tatsuo Onuki, Shoko Hachiya, Takashi Mino, Masami Sakamoto.   

Abstract

Separated: 3-hydroxy-3-phenylisoindolin-1-ones have been resolved by dynamic preferential crystallization. The compounds were effectively racemized through ring-opening and ring-closing reactions via achiral intermediates under basic conditions. Crystallization from a toluene solution containing 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) with stirring and evaporation of the solvent gave optically active crystals quantitatively with high ee values.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID： 23150288     DOI： 10.1002/anie.201205097

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  3 in total

1.  Single-operation deracemization of 3H-indolines and tetrahydroquinolines enabled by phase separation.

Authors:  Aaron D Lackner; Andrew V Samant; F Dean Toste
Journal:  J Am Chem Soc       Date:  2013-09-11       Impact factor: 15.419

2.  Shortcut Model for Batch Preferential Crystallization Coupled with Racemization for Conglomerate-Forming Chiral Systems.

Authors:  Shashank Bhandari; Thiane Carneiro; Heike Lorenz; Andreas Seidel-Morgenstern
Journal:  Cryst Growth Des       Date:  2022-06-06       Impact factor: 4.010

3.  Photoracemization-Based Viedma Ripening of a BINOL Derivative.

Authors:  Giuseppe Belletti; Carola Tortora; Indradevi D Mellema; Paul Tinnemans; Hugo Meekes; Floris P J T Rutjes; Svetlana B Tsogoeva; Elias Vlieg
Journal:  Chemistry       Date:  2019-12-12       Impact factor: 5.236
  3 in total

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