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A key intermediate in the synthesis of the antibiotic lincomycin, 6-acetamido-6,8-dideoxy-1,2:3,4-di-O-isopropylidene-α-D-erythro-D-galacto-octopyranose (10), has been synthesised from cis-6,7,8-trideoxy-1,2:3,4-di-O-isopropylidene-7-C-nitro-α-D-galacto-oct-6-enose (3). The amino-group at C-6 was introduced by two different procedures.
G. R. Woolard, E. B. Rathbone, W. A. Szarek and J. K. N. Jones, J. Chem. Soc., Perkin Trans. 1, 1976, 950 DOI: 10.1039/P19760000950
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