Synthesis

Novel Stereoselective Synthesis of Glycosyl-O-Acyl Esters via Peracetylglycosyl Phosphorothioates,-selenoates and-dithioates as Glycosyl Donors

J Borowiecka, M Michalska

Index: Borowiecka, Joanna; Michalska, Maria Synthesis, 1996 , # 7 p. 858 - 862

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Abstract

The three types of glycosyl donors (Table 1, donors 1-6) used in these investigations are easily accessible by reac-tion of phosphorothio-, dithio-and selenoates with gly-cosyl halides, 18'19 by reaction of 1-O-acetyl sugars with phosphorothioic, selenoic20 and dithioic acids21 in the presence of boron trifluoride—diethy1 ether complex, and by addition of phosphorodithioic acids to tetra-O-acetyl-1, 5-anhydro-D-arabin0-hex-1-enitol, ...