Deep-Sea Discovery and Detective Work: Towards Solving the Hemicalide Structural Enigma through Computational NMR Analysis and Stereocontrolled Synthesis
Publication Date
2022-06-10Journal Title
European Journal of Organic Chemistry
ISSN
1434-193X
Publisher
Wiley
Language
en
Type
Article
This Version
AO
VoR
Metadata
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Lam, N., & Paterson, I. (2022). Deep-Sea Discovery and Detective Work: Towards Solving the Hemicalide Structural Enigma through Computational NMR Analysis and Stereocontrolled Synthesis. European Journal of Organic Chemistry https://doi.org/10.1002/ejoc.202200467
Description
Funder: Woolf Fisher
Funder: Trinity Hall
Abstract
The marine natural product hemicalide displays potent anticancer activity. While detailed NMR experiments established the planar carbon skeleton, its full configurational assignment proved enigmatic. This Review summarises ongoing synthetic efforts and NMR studies on hemicalide, which have succeeded in reducing the number of possible stereoisomers from more than one million to a more manageable eight structures, setting the stage for a focused total synthesis campaign.
Keywords
Review, Reviews, Configuration determination, Natural products, NMR spectroscopy, Structure elucidation, Total synthesis
Identifiers
ejoc202200467
External DOI: https://doi.org/10.1002/ejoc.202200467
This record's URL: https://www.repository.cam.ac.uk/handle/1810/337991
Rights
Licence:
http://creativecommons.org/licenses/by/4.0/
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