DOI

3-Aryl glutaric acid anhydrides have been explored as substrates for the Castagnoli-Cushman reaction with imines. A series of 3-aryl glutaric acids was synthesized according to literature protocols and introduced into the reaction with imines in the presence of acetic anhydride. The latter acted as a dehydrating agent leading to in situ generation of a cyclic anhydride from the dicarboxylic acid starting material. Reassuringly, the reaction gave the desired δ-lactams with three newly created stereocenters as predominantly one diastereomer whose relative configuration was established by single-crystal X-ray crystallography.

Original languageEnglish
Article numbere202104011
Number of pages5
JournalChemistrySelect
Volume7
Issue number3
DOIs
StatePublished - 21 Jan 2022

    Scopus subject areas

  • Chemistry(all)

    Research areas

  • lactams, anhydrides, Castagnoli-Cushman reaction, 3-arylglutaric acids, in situ dehydration, acetic anhydride, diastereoselectivity, PRODUCT SPACE, INHIBITORS, DISCOVERY, DIVERSITY, ANHYDRIDE, BINDING, LEAD

ID: 92192371