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Synthesis of enantiomerically pure tertiary 1,2-aminoalcohols by the highly diastereoselective reductive ring opening of oxazolidines
Authors:Philip C Bulman Page  Benjamin R Buckley  Colin M Hayman  Gerasimos A Rassias  Salem A Talib
Institution:a Department of Chemistry, Loughborough University, Loughborough, Leicestershire LE11 3TU, UK
b GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, Herts SG1 2NY, UK
Abstract:A number of enantiomerically pure 1,2-aminoalcohols containing tertiary nitrogen atoms bearing chiral substituents have been prepared by highly diastereoselective reductive ring cleavage of oxazolidines derived from ketones and pseudoephedrine or ephedrine. The ring cleavage occurs with retention of configuration.
Keywords:Stereoselective  Oxazolidine  Aminoalcohol  Enantiomerically pure  Reductive cleavage  Reduction
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