Alternative Synthesis of Click Sphingosine via Olefin Cross Metathesis Followed by the Seyferth–Gilbert Reaction

Key Points

• To explore an alternative synthesis method for functionalized sphingosines with specific terminal functionalities.
• Utilized olefin metathesis as a key synthetic step.
• Sythesized three sphingosine analogues with acetylene, aldehyde, and carboxyl functions.
• Employed the Seyferth–Gilbert reaction to facilitate the synthesis.
• Successfully synthesized three terminally functionalized sphingosines.
• Analogues show potential use in imaging applications.
• Derivatization capabilities of sphingosines were enhanced.