| 摘要 |
PURPOSE:To provide a new 4-piperidinol compound bearing difluoromethyl group promising glucosidase inhibitory activity and excellent anti-HIV activity. CONSTITUTION:The optically active (2R or 2S)-difluoromethyl-(4R or 4S)- piperidinol of formula I (* is asymmetric carbon atom), which can be obtained by the following process: an imine of formula II (R is 1-20C alkyl, 6-20C aryl or 7-20C arylalkyl) and siloxydiene of formula III are put to cycloaddition reaction in the presence of a Lewis acid catalyst (e.g. zinc oxide) to produce an optically active N-substituted-2-difluoromethyl-4-dihydropyridone of formula IV, which is then reduced by sodium borohydride into an optically active N- substituted-2-difluoromethyl-4-piperidinol of formula V, which is then hydrogenated in the presence of Pd-C. The respective compounds of the formulas IV and V are also new compounds. |
