A Formal Total Synthesis of Deoxynojirimycin from D-Glucitol
نویسندگان
چکیده
Descrevemos a síntese formal da desoxinojirimicina usando D-glucitol como material de partida economicamente atraente. Através de uma seqüência de reações de proteção e desproteção seletivas e reações de substituição nucleofílica obtivemos diversos intermediários isopropilidênicos. A formação de um epóxido intermediário e sua subseqüente abertura, através de uma reação nucleofílica intramolecular, levou à obtenção do heterociclo 1,5-didesoxi-1,5-diamino-2,3-O-isopropilideno-6silila-D-glucitol, que é um precursor da desoxinojirimicina (DNJ).
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