Rearrangement of Saccharides with Other Lewis Acids

Rearrangement of Saccharides with Other Lewis Acids [Pg.192]

Rearrangement with Zinc Chloride-Acetic Anhydride [Pg.192]

On the assumption that the sugar chain adopts a zigzag conformation, the formation of 1,3-dioxolanylium and 1,3-dioxanylium rings can be expected. All rearrangement steps need not occur with [Pg.192]

Rearrangement with Aluminum Chloride-Phosphorus Pentachloride [Pg.194]

In the reaction of lactose octaacetate (258) with phosphorus pentachloride and aluminum trichloride, Hudson and Kun found, in addition to the anticipated hepta-O-acetyl-lactosyl chloride, a new disaccharide derivative having the structure of the heptaacetate of 4-O-jS-D-galactopyranosyl-a-D-altropyranosyl chloride (259). The yield of 259 was raised to 35-40% when 50 grams of octa-O-acetyl-lactose (258) was heated for 20 minutes with 100 grams of aluminum [Pg.194]

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