Heterogeneous catalytic asymmetric aminohydroxylation of olefins using LDH-supported OsO₄

Abstract

Recently prepared layered double hydroxides (LDH)-supported OsO₄, developed by the ion-exchange technique, was employed for catalytic asymmetric aminohydroxylation (AA) of olefins of varied nucleophilicity using Chloramine-T and (DHQ)₂PHAL to afford chiral vicinal N-protected amino alcohols, important building blocks for many biologically active compounds and precursors for chiral ligands with moderate yields and ee's for the first time. Strong electron deficient olefins undergo AA reaction offering better yields than the less electron deficient and electron rich olefins due to the greater polarization of Os=NTs group in the former. The catalyst could be reused without any loss of enantioselectivity albeit a reduced activity.