Stereoselective synthesis of C18-guggultetrol and C18-phytosphingosine analogues from d-fructose

► Regio/stereoisomers of guggultetrol and phytosphingosine were synthesized in a stereoselective fashion. ► d-Fructose was used as an inexpensive raw material for the synthesis. ► The first analogue of isophytosphingosine in which the amine was placed on an achiral carbon. ► Isophytosphingosine derivatives were evaluated against their 5-LOX inhibitory activity.