Alkoxyamine-cyanoborane adducts: efficient cyanoborane transfer agents |
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| Authors: | Márquez José M Martínez-Castro Elisa Gabrielli Serena López Óscar Maya Inés Angulo Manuel Álvarez Eleuterio Fernández-Bolaños José G |
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| Affiliation: | Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, c/Profesor García González 1, E-41012, Seville, Spain. |
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| Abstract: | We report the synthesis of the hitherto unknown zwitterionic alkoxyamino cyanoboranes by reduction of O-alkyloximes with sodium cyanoborohydride; unprecedented cyanoboronated N-alkoxyformamidines were also isolated as by-products. Boronated alkoxyamines were found to be efficient cyanoborane transfer agents towards more basic amines, including aminosugars; they were also successfully transformed into neoglycoconjugates by the neoglycorandomization reaction with reducing sugars. |
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