The synthesis of ester and ketone analogues of 1-deoxynojirimycin and castanospermine

Article abstract of DOI:10.1016/S0040-4020(97)00794-1

1-Amino-1-deoxy-D-glucitol (3) was converted into the 3,4;5,6-di-O-isopropylidene protected ammonium salt 17 which was transformed further into the trans-fused piperidine acetonides 4-8 in six steps and 23-32% overall yield. In the final step, ring closur