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A general method for the synthesis of higher sugars that can be used as precursors for the synthesis of polyhydroxylatedmacrocyclic lactones (macrolides) was described. The extension of the carbohydrate chain of a hexopyranose was effected at its C(6) hydroxymethyl carbon by coupling of two carbohydrate precursors via Wittig reaction. In this way 6,7-dideoxy-2,3,4,5,8,9,10-hepta-O-methyl-11-O-triphenylmethyl-D-arabino-D-glucoundecanose diethyl dithioacetal (1) was synthesized as a model compound.

Synthesis of higher sugars as precursors for the synthesis of chiral polyhydroxylated macrocyclic lactones