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

Joanna Borowiecka; Maria Michalska

doi:10.1055/s-1996-4311

Synthesis 1996; 1996(7): 858-862
DOI: 10.1055/s-1996-4311

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

Joanna Borowiecka, Maria Michalska^*

^*Laboratory of Organic Chemistry, Institute of Chemistry, Medical University, Muszynskiego 1, PL-90-151 Lodz, Poland

Abstract

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An efficient and highly β-stereoselective synthesis of glycosyl 1-O-acyl esters based on reaction of easily accessible glycosylthio-, seleno- and dithiophosphates 1-6 as glycosyl donors with carboxylic acids 7-13 as glycosyl acceptors in the presence of silver salts as activators is described.

Novel stereoselective synthesis of glycosyl 1-O-acyl esters via glycosyl phosphorothio-, seleno- and dithioates

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