Synthesis of Fused Oxa-Aza Spiro Sugars from D-Glucose-Derived delta-Lactone as Glycosidase Inhibitors

[摘要]：Four conformationally constrained fused oxa-aza spiro sugars have been synthesized from perbenzylated D-gluconolactone involving C-glycosylation of ketoses by using Me-3-SiCN, ring-closing metathesis, and diastereoselective dihydroxylation as key steps. Two of the four spiro sugars were found to be highly selective but moderate inhibitors of alpha-mannosidase.

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