Facile synthesis of D-amino acids from an L-serine-derived aziridine

Article abstract of DOI:10.1016/S0040-4039(98)02198-4

Using the concept that L-serine can be converted into a desymmetrized γ-diol derivative, five D-amino acids were synthesized from a common aziridine intermediate by a general, high-yielding three-step process. The key 2-t-butyldimethylsiloxymethyl N-t-butoxycarbonyl aziridine intermediate was synthesized in four steps and 65% overall yield.