Thosugars VI:a simple stereoselective approach to (1->3)-3-s-thiodiasccharides from levoglucosenone

摘要

A new stereoselective synthesis of (1->3)-3-S-thiodisaccharides is described.Levoglucosenone-derived chiral bulding blocks procuced by the selenium-mediated iodinatioin at C-3 afforded 3-iodoketones in moderate yield.Iodine displacement with sulfur nucleoophiles(1-thiols)resulted in 3-thiodisaccharides.Following reduction of the C-2 keto function constituted a new two-step general approach to these biologically important thisougars