ol5003576_si_002.cif (2 MB)

Aminodiols via Stereocontrolled Oxidation of Methyleneaziridines

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posted on 17.12.2015, 01:12 by Jared W. Rigoli, Ilia A. Guzei, Jennifer M. Schomaker
A highly diastereoselective Ru-catalyzed oxidation/reduction sequence of bicyclic methyleneaziridines provides a facile route to complex 1-amino-2,3-diol motifs. The relative anti stereochemistry between the amine and the vicinal alcohol are proposed to result from 1,3-bischelation in the transition state by the C1 and C3 heteroatoms.