STEREOSELECTIVE SYNTHESIS OF OPTICALLY PURE β,γ-UNSATURATED α-AMINO ACIDS IN BOTH L AND D CONFIGURATIONS

Article abstract of DOI:10.1016/S0040-4039(00)99620-5

A new method for the stereoselective synthesis of optically pure β,γ-unsaturated α-amino acids in L or D configuration is developed by reacting the dilithiate of (2R)-2-Boc-amino-3-phenylsulfonyl-1-(2-tetrahydropyranyloxy)propane 1 or its (2S)-antipode 2, both derived from L-serine, with aldehyde, followed by stereoselective olefin formation, desulfonylation and oxidation.