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Reagent-Controlled α-Selective Dehydrative Glycosylation of 2,6-Dideoxy Sugars: Construction of the Arugomycin Tetrasaccharide. | LitMetric

AI Article Synopsis

  • The text outlines the successful synthesis of a tetrasaccharide fragment from the anthracycline natural product Arugomycin.
  • A specific technique, using reagent-controlled dehydrative glycosylation with cyclopropenium activation, allowed for the creation of α-linkages with precise selectivity.
  • The entire synthesis process involved 20 steps, achieving a total yield of 2.5% and the longest continuous sequence consisting of 15 steps.

Article Abstract

The first synthesis of the tetrasaccharide fragment of the anthracycline natural product Arugomycin is described. A reagent controlled dehydrative glycosylation method involving cyclopropenium activation was utilized to synthesize the α-linkages with complete anomeric selectivity. The synthesis was completed in 20 total steps, and in 2.5% overall yield with a longest linear sequence of 15 steps.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7239334PMC
http://dx.doi.org/10.1021/acs.orglett.0c01153DOI Listing

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