Total Synthesis of Trisaccharide Repeating Unit of <i>Staphylococcus aureus</i> Type 8 (CP8) Capsular Polysaccharide

Abstract

Herein, we report a highly efficient total synthesis of Staphylococcus aureus type 8 trisaccharide repeating unit in a lesser number of steps and high stereoselectivity. The complex trisaccharide contains rare amino sugars, viz., d -fucosamine, l -fucosamine, and 2-acetamido d -mannuronic acid. The installation of consecutive sterically hindered 1,2- cis glycosidic linkages, especially β-mannosylation, is the key challenge in this synthesis. The total synthesis of target molecule was completed via a longest linear sequence of 18 steps in 7.1% overall yield.

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