Patpanat SermmaiNopporn RuangsupapichatTienthong ThongpanchangMahidol University2020-12-282020-12-282020-12-10Tetrahedron Letters. Vol.61, No.50 (2020)18733581004040392-s2.0-85096084282https://repository.li.mahidol.ac.th/handle/123456789/60381© 2020 Elsevier Ltd A series of α,β-epoxy-γ-butyrolactones were synthesized in moderate yields via oxiranyl remote anions derived from epoxy cinnamate esters. The key synthetic step involved deprotonation of the β-position of α,β-epoxy cinnamate derivatives where the generated β-anion was stabilized by remote chelation from an ester group. The substitution reaction of the anion with a variety of ketones, followed by cyclization, readily furnished the desired substituted α,β-epoxy-γ-butyrolactones.Mahidol UniversityBiochemistry, Genetics and Molecular BiologyChemistryOxiranyl remote anions from epoxy cinnamates and their application towards the synthesis of α,β-epoxy-γ-butyrolactonesArticleSCOPUS10.1016/j.tetlet.2020.152609