MILD AND SELECTIVE RING-CLEAVAGE OF CYCLIC CARBAMATES TO AMINO ALCOHOLS

Article abstract of DOI:10.1016/S0040-4039(00)95574-6

N-tert-Butoxycarbonylated 2-oxazolidinones and tetrahydro-2-oxazinones are smoothly cleaved to acyclic N-Boc-amino alcohols on treatment with catalytic amounts of cesium carbonate at room temperature.The versatility of the procedure is demonstrated in a facile cleavage of highly functionalized heterocycles without epimerization and β-elimination.