Studies on Glycosides VII. A Highly Stereoselective Synthesis of 1-Thioglycosides

Abstract

A facile method for the synthesis of 1-thioglycosides using 1-α-O-trimethylsilyl-2,3,4,6-tetra-O-benzyl-D-gluco-or manno-pyranoside by the promotion of BF₃Et₂O was reported. The reaction conditions were very mild, and 1-thioglycosides were obtained in high yield and high stereoselectivity. α-anomers were the sole product or predominated.