Syntheses of natural and non-natural β-amino acids using racemic and enantioselective sulfamate-tethered aza-Michael cyclization reactions

We detail the preparation of a library of ten β-amino acids (7 racemic and 3 scalemic), highlighting our laboratory's racemic and enantioselective sulfamate-tethered <i>aza</i>-Michael cyclization reactions. All ten syntheses proceed from oxathiazinane heterocycles furnished by reactions invented in our laboratory. This work raises the prominence of sulfamate-tethered <i>aza</i>-Michael technology and advocates for the more general use of sulfamates in olefin functionalization processes.