Dimethylformamide → L-(-)-Fucose

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Reaction Steps

For example, L-fucopyranose was transformed into a 4'-acetyl-2',3'-O-benzyl-L-fucopyranose following a method described in Dale, J. K. et al., J. Chem. Soc. 52:2534 (1930); and Hockett, R. C. et al., J. Am. Chem. Soc. 61:1658 (1939). See Scheme I in FIG. 12 (DMF=dimethylformamide; DMAP=4-(dimethylamino)pyridine; Bn=benzyl; and pyr=pyridine.). Similarly, D-fucopyranose can be converted to 4'-acetyl-2,3-O-benzyl D-fucopyranose.

Provenance & Evidence