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Synthesis, characterization and reactivity of complex tricyclic oxonium ions, proposed intermediates in natural product biosynthesis

Abstract:

Reactive intermediates frequently play significant roles in the biosynthesis of numerous classes of natural products although the direct observation of these biosynthetically relevant species is rare. We present here direct evidence for the existence of complex, thermally unstable, tricyclic oxonium ions that have been postulated as key reactive intermediates in the biosyn-thesis of numerous halogenated natural products from Laurencia species. Evidence for their existence comes from full char...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1021/jacs.9b07438

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More by this author
Institution:
University of Oxford
Department:
Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
St Hilda's College
Role:
Author
ORCID:
0000-0002-0104-4166
More by this author
Institution:
University of Oxford
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
Somerville College
Role:
Author
Publisher:
American Chemical Society Publisher's website
Journal:
Journal of the American Chemical Society Journal website
Volume:
141
Issue:
40
Pages:
15951-15962
Publication date:
2019-09-27
Acceptance date:
2019-09-08
DOI:
EISSN:
1520-5126
ISSN:
0002-7863
Source identifiers:
1052637
Language:
English
Keywords:
Pubs id:
pubs:1052637
UUID:
uuid:0188aa06-1672-434d-a33b-9c6862ff937a
Local pid:
pubs:1052637
Deposit date:
2019-09-13

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