The formation of 4-thio-L-arabinofuranose derivatives by ring contraction of 1,2-O-isopropylidene-3,4-di-O-methanesulphonyl-5-thio-α-D-xylopyranose

Abstract

1,2-O-Isopropylidene-3,4-di-O-methanesulphonl-5-thio-α-D-xylopyranose has been synthesised and reacts readily with nucleophiles to give 5-substituted-1,2-O-isopropylidene-3-O-methanesulphonyl-4-thio-β-L-arabinofuranoses; the structure of the 5-chloro-compound was determined by X-ray crytallography.