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Synthesis of glucosidase inhibitors, DAB-1 (1) and LAB-1 (2) from diethyl tartrate is described. The procedure afforded an epimerizable mixture of diastereomeric intermediates 8 and ent. 8, and opened the door not only to the selective synthesis of DAB-1 and LAB-1 but for giving various related analogs.
Nectrisine 1, a potent glycosidase inhibitor, and 4-epi-Nectrisine 2 were synthesized from D-(-)- diethyl tartrate through the corresponding lactams. N-acyl protection was crucial to effect the reduction of the corresponding lactams to amino alcohols
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