Synthesis of amino sugars via isoxazolines DL-and D-lividosamine (2-amino-2, 3-dideoxy-ribo-hexose) derivatives from 4-vinyl-1, 3-dioxolanes and nitroacetaldehyde …
V Jäger, R Schohe
文献索引：Jaeger, Volker; Schohe, Rudolf Tetrahedron, 1984 , vol. 40, # 12 p. 2199 - 2210
1, 3-Dipolar cycloaddition of nitrile oxides, generated from nitroethanol and nitroacetaldehyde derivatives 3, 21 and 22, respectively, and of benzonitrile oxide to 4- vinyldioxolanes 1, 2 gave ca 4: 1 erythro/threo mixtures of corresponding isoxazolines. LAH reduction of erytho isoxazolines proceeded with similar (ca 4: 1) selectivity to furnish protected ribo-amino-polyols 11, 15, 19, DL-and D-lividosamines 31 and 33, respectively, ...
