Tetrahedron

Synthesis of deoxymannojirimycin fagomine deoxynojirimycin 2-acetamido-1, 5-imino-1, 2, 5-trideoxy-d-mannitol 2-acetamido-1, 5-imino-1, 2, 5-trideoxy-d-glucitol 2S, …

GWJ Fleet, LE Fellows, PW Smith

Index: Fleet, George W. J.; Fellows, L. E.; Smith, Paul W. Tetrahedron, 1987 ,  vol. 43,  # 5  p. 979 - 990

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Citation Number: 95

Abstract

The value of methyl 3-O-benzyl-2, 6-dideoxy-2, 6-imino-α-D-mannofuranoside as a divergent intermediate for the preparation of polyhydroxylated piperidines is illustrated by the synthesis of deoxymannojirimycin (1, 5-dideoxy-1, 5-imino-D-mannitol), fagomine (1, 5- imino-1, 2, 5-trideoxy-D-(arabino-hexitol), deoxynojirimycin (1, 5-dideoxy-1, 5-imino-D- glucitol), 2-acetamido-1, 5-imino-1, 2, 5-trideoxy-D-mannitol, 2-acetamido-1, 5-imino-1, 2, ...