Australian Journal of Chemistry p. 1643 - 1655 (1990)
Update date:2022-08-04
Topics: Oxidation Reduction Deprotection Purification Starting Material Dehydration Protection Functional Group Addition
Stick, Robert V.
Tilbrook, D. Matthew G.
Methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enopyranoside, a potential precursor to lincosamine, has been prepared from both methyl α-D-galactopyranoside and methyl α-D-glucopyranoside, with the required inversion at C4 in the latter sequence being effected by a conventional oxidation-reduction.As well, (E)-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-oct-6-enose and (E)- and (Z)-6,7,8-trideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-oct-6-enose have been prepared from 1,2:3,4-di-O-isopropylidene-α-D-galactose.
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