Efficient asymmetric synthesis of N-protected-β-aryloxyamino acids via regioselective ring opening of serine sulfamidate carboxylic acidElectronic supplementary information (ESI) available: 1H and 13C NMR spectra and LC-MS for all the compounds 1, 4, 6, 9 and 10 and HPLC chromatograms of compounds 6a-6d, 6h-6j, 6l-6m, 6o, 10d, 10j and 10q. See DOI: 10.1039/c4ob01047g

First regioselective ring opening of serine derived cyclic sulfamidate by hard nucleophiles like ArONa is developed, where β-elimination of serine sulfamidate ester by stronger nucleophiles is overcome by reversal of the electronic effect of the carboxylate anion. This method provides easy and direct access to a variety of N -Boc- and N -PMB protected β-aryloxy-α-amino acids with complete retention of enantiopurity in moderate to high yields. First regioselective ring opening of serine derived cyclic sulfamidate with ArONa is developed to provide an easy and direct access of a variety of N -Boc- and N -PMB protected β-aryloxy-α-amino acids with complete retention of enantiopurity in moderate to high yields.