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

Organic Letters 2026 Open access

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Authors: Jerry K. F. Tam, Lachlan J. N. Waddell, Kleopas Y. Palate, Adrian Charles Whitwood, Alexandra Longcake, Michael Richard Probert, Gideon Grogan, Benjamin R. Lichman, William P. Unsworth
DOI: 10.1021/acs.orglett.5c05328
Cited by: 1
References: 42

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.

Fields of Study & Subjects

Polyamine Metabolism and Applications Cholinesterase and Neurodegenerative Diseases Natural Compounds in Disease Treatment

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
4
Pages
1441–1446
Publication date
21 January 2026
Language
EN