Ring opening of nonactivated 2-(1-aminoalkyl) aziridines: unusual regio- and stereoselective C-2 and C-3 cleavage |
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| Authors: | Concellón José M Riego Estela |
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| Institution: | Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, Julián Clavería 8, 33071 Oviedo, Spain. jmcg@sauron.quimica.uniovi.es |
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| Abstract: | We have studied the ring opening of nonactivated amino aziridines 1 by water under acidic conditions. Depending on the acid used, amino aziridines are cleaved at C-3 or C-2 with high regioselectivity, and total stereoselectivity, affording chiral 2,3-diaminoalkan-1-ols 3 or 1,3-diaminoalkan-2-ols 4 in high yield. |
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