J. LertvorachonY. ThebtaranonthT. ThongpanchangP. ThongyooMahidol University2018-09-072018-09-072001-06-29Journal of Organic Chemistry. Vol.66, No.13 (2001), 4692-4694002232632-s2.0-0035967750https://repository.li.mahidol.ac.th/handle/20.500.14594/26508Stereospecific deprotonation of the epoxy proton at the β-position of the α,β-epoxy esters 5 and 6 yielded oxiranyl "remote" anions 7 and 8, which could then be used for alkylation. The anions 7 and 8 underwent a consecutive aldol lactonization to give, respectively, epoxy lactones 11 and 13 with high stereoselectivity. Generation of the remote anions as well as their stereoselective reactions served as a new synthetic route to the naturally occurring α-methylenebis-γ-butyrolactones, 1.Mahidol UniversityChemistryArticleSCOPUS10.1021/jo010259f