title: Ring opening of nonactivated 2-(1-aminoalkyl) aziridines: unusual regio- and stereoselective C-2 and C-3 cleavage.
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.
authors.affiliation: Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, Julián Clavería 8, 33071 Oviedo, Spain. jmcg@sauron.quimica.uniovi.es
authors.forename: José M
authors.initials: JM
authors.lastname: Concellón
authors.forename: Estela
authors.initials: E
authors.lastname: Riego