Pyridine stabilized oxiranyl remote anions |
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| Authors: | Pattama Saisaha Supitchaya Iamsaard |
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| Institution: | a Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand
b National Center for Genetic Engineering and Biotechnology, Thailand Science Park, Klong Luang, Patumthani 12130, Thailand |
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| 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. |
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