4.4 Article

Synthesis of Chiral Fluorides by Sequential Organocatalyzed Desymmetrization of Glutaric Anhydrides and Photoredox-Catalyzed Decarboxylic Fluorination

Journal

SYNLETT
Volume 32, Issue 4, Pages 391-394

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1707295

Keywords

sequential catalysis; organocatalysis; photoredox catalysis; fluoro compounds; asymmetric catalysis; desymmetrization

Funding

  1. National Natural Science Foundation of China [21732003]

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An efficient method has been developed for the preparation of chiral fluorinated compounds through sequential organocatalyzed desymmetrization of 3-substituted glutaric anhydrides and photoredox-catalyzed decarboxylic fluorination. Chiral fluorides can be prepared with yields up to 58% and excellent enantioselectivities up to 98% ee.
We have developed an efficient method for the preparation of chiral fluorinated compounds by sequential organocatalyzed desymmetrization of 3-substituted glutaric anhydrides and photoredox-catalyzed decarboxylic fluorination. Chiral fluorides can be prepared in yields of up to 58% and with excellent enantioselectivities of up to 98% ee.

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