Pattama SaisahaChakkrapan NerungsiSupitchaya IamsaardTienthong ThongpanchangMahidol UniversityThailand National Center for Genetic Engineering and Biotechnology2018-09-132018-09-132009-07-22Tetrahedron Letters. Vol.50, No.29 (2009), 4217-4220004040392-s2.0-66549098790https://repository.li.mahidol.ac.th/handle/20.500.14594/27176The chemistry of oxiranyl remote anions derived from α,β-epoxypyridines is investigated. Deprotonation of α,β-epoxy pyridines at the β-position and reactions of the corresponding anions with a variety of electrophiles are found to be highly regioselective, possibly as a consequence of stabilization from the chelation between lithium and the pyridine moiety in the form of a five-membered cyclic intermediate. © 2009 Elsevier Ltd. All rights reserved.Mahidol UniversityBiochemistry, Genetics and Molecular BiologyChemistryPharmacology, Toxicology and PharmaceuticsArticleSCOPUS10.1016/j.tetlet.2009.04.106