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Stereoselective syntheses of alcohols, XXVI. Synthesis of 3-methyl-2,6-dideoxyhexoses by addition of an allenyltitanium reagent to aldehydes

✍ Scribed by Hoffmann, Reinhard W. ;Lanz, Joachim W. ;Metternich, Rainer


Publisher
John Wiley and Sons
Year
1988
Tongue
English
Weight
670 KB
Volume
1988
Category
Article
ISSN
0947-3440

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The methyl fl-glycopyranoside of L-vancosamine (1, 3-amino-2,3,6-trideoxy-3-C-methyl-Llyxo-hexose), a constituent of vancomycin and related glycopeptide antibiotics, was synthesized stereoselectively from methyl 2,6-dideoxy-fl-L-lyxo-hexopyranoside (2) in eight steps. Compound 2 was subjected in seq