Abstract

The enantiospecific transformation of the optically active amines 1 and 2 via the nucleophilic substitution of the N, N-dimesylimides ( 1Ms, 2Ms) and the N, N-dinosylimides ( 1Ns, 2Ns) to the corresponding alcohols 3 and 4 is reported. Different oxygen nucleophiles were used and the alcohol products were enriched with 74–95% of the enantiomer formed by inversion of configuration.

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