Abstract
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•Synthesis of (−)-galantinic acid and 1-deoxy-5-hydroxysphingolipid.•A common intermediate with 11 linear synthetic steps.•Utilized Prins cyclization, Sharpless asymmetric epoxidation, and Grubb’s cross metathesis reactions.
The stereoselective total synthesis of (−)-galantinic acid 1 and 1-deoxy-5-hydroxysphingolipids 4 is described via Prins cyclization protocol followed by reductive ring opening sequence of substituted pyrenol derivative 6. The target molecules were synthesized using a common synthetic intermediate epoxide 5. Besides, we also proposed synthetic pathways to achieve other structural analogues using common intermediates.