What question did this study set out to answer?

The aim is to synthesize celacarfurine and its analogues using a novel synthetic pathway.

January 23, 2026Open Access

Synthesis of the Proposed Structure of Celacarfurine and Analogues Using Sequential Cascade Ring Expansion Reactions

JTJerry K. F. TamUniversity of York LWLachlan J. N. WaddellUniversity of York KPKleopas Y. PalateUniversity of York

Key Points

The aim is to synthesize celacarfurine and its analogues using a novel synthetic pathway.
Developed a synthetic strategy using sequential cascade ring expansion reactions.
Avoided high dilution conditions in all reaction steps.
Generated a series of macrocyclic analogues based on the same approach.
The synthesized product's physical properties did not match the reported properties of the isolated celacarfurine.
Spectroscopic data for the synthetic product was inconsistent with prior reports.

Abstract

The first synthesis of the proposed structure of spermidine derived macrocyclic alkaloid celacarfurine is described. A versatile synthetic strategy has been developed based on sequential cascade ring expansion reactions, with high dilution conditions not needed for any of the steps. The same general strategy was also used to generate a series of macrocyclic analogues. The physical properties and spectroscopic data obtained for our synthetic product do not match those reported for the isolated alkaloid.

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