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

Sergei M. Korneev; V. A. Polukeev; Andrei V. Khramchikhin

doi:10.1002/slct.202507097

February 1, 2026ChemistrySelect

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

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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.

Implication

Demonstrates a novel synthesis of functionalized sphingosines, indicating potential applications for imaging and derivatization.

Abstract

An alternative path to obtain three terminally functionalized sphingosines with acetylene, aldehyde, and carboxyl functions using olefin metathesis as a key step is reported. All these analogues of natural sphingosine can be used for imaging or derivatization.

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Cite This Study

Korneev et al. (2026) studied this question.

synapsesocial.com/papers/6990113f2ccff479cfe57c83 https://doi.org/10.1002/slct.202507097

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

Key Points

Implication

Abstract

Discussion

Cite This Study

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

Key Points

Implication

Abstract

Discussion

Cite This Study

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