SYNTHESIS OF AMINO SUGARS VIA ISOXAZOLINES. THE CONCEPT AND ONE APPLICATION: NITRILE OXIDE/FURAN ADDUCTS

Article abstract of DOI:10.1016/S0040-4039(00)85711-1

Aliphatic nitrile oxides cycloadd to furans to afford amino sugar precursors 1.Oxidation by m-chloroperbenzoic acid and/or LiAlH₄ reduction give rise stereoselectively to derivatives of the xylo and ido series, 2 - 4, with 3 to 5 adjacent chira