Reductive Ring Opening of Ephedrine and Pseudo-Ephedrine-Derived Oxazolidinium Methiodides by Sodium Borohydride. A Direct Access to New Chiral Amine-Borane Adducts |
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Authors: | Celia Andres Manuel Delgado Rafael Pedrosa |
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Institution: | Departamento de Química Orgánica, Facultad de Ciencias , Universidad de Valladolid , Dr. Mergelina s/n, 47011, Valladolid, Spain |
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Abstract: | Sodiun borohydride reacts with oxazolidinium methiodides derived from ephedrine and pseudoephedrine, in ethereal solvents, cleaving regioselectively the C-N bond of the ring and leading, in good yields, to chiral amine-borane adducts of know absolute configuration. The 1HNMR data allow to predict the most stable conformation. |
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Keywords: | Biginelli reaction dihydropyrimidinones magnesium chloride hexahydrate one‐pot condensation solvent‐free |
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