Synthesis of enantiomerically pure tertiary 1,2-aminoalcohols by the highly diastereoselective reductive ring opening of oxazolidines |
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Authors: | Philip C. Bulman Page Benjamin R. Buckley Colin M. Hayman Gerasimos A. Rassias Salem A. Talib |
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Affiliation: | a Department of Chemistry, Loughborough University, Loughborough, Leicestershire LE11 3TU, UK b GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, Herts SG1 2NY, UK |
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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. |
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Keywords: | Stereoselective Oxazolidine Aminoalcohol Enantiomerically pure Reductive cleavage Reduction |
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