Publication
Reaction of N,N-dibenzyl-O-methylsulfonyl serine Me ester with a variety of heteronucleophiles (sodium azide, sodium phthalimide, amines, thiols) and carbanions (sodium malonate) gave, via an aziridinium intermediate, the corresponding beta -amino or alpha ,beta -diamino ester in good to excellent yield. A short synthesis of orthogonally protected and enantiomerically pure 2,3-diamino propionate (Dap) is described. [on SciFinder (R)]