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Title: Pyridine stabilized oxiranyl remote anions
Authors: Pattama Saisaha
Chakkrapan Nerungsi
Supitchaya Iamsaard
Tienthong Thongpanchang
Mahidol University
Thailand National Center for Genetic Engineering and Biotechnology
Keywords: Biochemistry, Genetics and Molecular Biology;Chemistry;Pharmacology, Toxicology and Pharmaceutics
Issue Date: 22-Jul-2009
Citation: Tetrahedron Letters. Vol.50, No.29 (2009), 4217-4220
Abstract: The 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.
ISSN: 00404039
Appears in Collections:Scopus 2006-2010

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