Enantiopure beta3-amino acids-2,2-d2 via homologation of proteinogenic alpha-amino acids.

A procedure for the synthesis of enantiopure beta3-amino acids from proteinogenic alpha-amino acids, developed by our group a few years ago, has been modified to enable the production of C-2 fully deuterated, C-protected beta3-amino acids and, even more important, the synthesis of valuable deuterium labelled N(Boc)-protected chiral synthons, such as 2-aminoalcohols, 2-aminoiodides, and beta3-amino nitriles.