Convenient synthesis of d- and l-xylo-1,2,3,4-alkane tetrols from a d-gluco-configured common building block

d-gluco-Configured building block derived from d-(+)-gluconolactone has served as a common chiral template for the synthesis of enantiopure d- and l-xylo-configured 1,2,3,4-alkane tetrols. This has enabled synthesis of medicinally important guggultetrols and their enantiomers from a common starting point. Wittig and Grignard reactions are the key steps used for the incorporation of lipophilic chain.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Valuable d-gluco-configured common building block from d-(+)-Gluconolactone. ► d-gluco-configured building block for the synthesis of Guggultetrols and their enantiomers. ► Synthesis of other alkane-1,2,3,4-tetrols with d- or l-xylo-configuration.