A NEW ROUTE TO 4-OXYGENATED ISOXAZOLINES. APPLICATION TO THE SYNTHESIS OF 2-DEOXY-2-AMINOBUTOSE DERIVATIVES

Article abstract of DOI:10.1016/S0040-4039(00)72711-0

The THP ether of 4,5-dihydro-3-nitro-4-isoxazol, prepared by a sequential nitroaldol nitrosative cyclization strategy, was converted to a 4,5-dihydro-3-(dithiolanyl)isoxazole; subsequent LBH reduction gave a 95:5 diastereomeric mixture of 2-deoxy-2-aminot