jo034440v_si_001.pdf (490.75 kB)
Ring Opening of Nonactivated 2-(1-Aminoalkyl) Aziridines: Unusual Regio- and Stereoselective C-2 and C-3 Cleavage
journal contributionposted on 2003-07-17, 00:00 authored by José M. Concellón, Estela Riego
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.