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

Title: Synthesis of the Proposed Structure of Celacarfurine and Analogues Using Sequential Cascade Ring Expansion Reactions
Authors: Tam, Jerry K F; Waddell, Lachlan J N; Palate, Kleopas Y; Whitwood, Adrian C; Longcake, Alexandra; Probert, Michael R; Grogan, Gideon; Lichman, Benjamin R; Unsworth, William P
Publication Year: 2026
Collection: White Rose Research Online (Universities of Leeds, Sheffield & York)
Description: 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.
Document Type: article in journal/newspaper
File Description: text
Language: English
ISSN: 1523-7052
Relation: https://eprints.whiterose.ac.uk/id/eprint/236927/1/synthesis-of-the-proposed-structure-of-celacarfurine-and-analogues-using-sequential-cascade-ring-expansion-reactions_1_.pdf; Tam, Jerry K F, Waddell, Lachlan J N, Palate, Kleopas Y et al. (6 more authors) (2026) Synthesis of the Proposed Structure of Celacarfurine and Analogues Using Sequential Cascade Ring Expansion Reactions. Organic letters. ISSN: 1523-7052
DOI: 10.1021/acs.orglett.5c05328
Availability: https://eprints.whiterose.ac.uk/id/eprint/236927/; https://doi.org/10.1021/acs.orglett.5c05328
Rights: cc_by
Accession Number: edsbas.63BE09E0
Database: BASE