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Chemoselective formation and reaction of densely functionalised bicyclic tetramic acids and their biological activity

Abstract:
Weinreb amide derivatives of tetramates may be effectively accessed by chemoselective Dieckmann reaction, and further react with Grignards in a fully chemoselective reaction, giving rise to unsaturated acyl derivatives not easily available by other routes. These systems are strong chelators of calcium, and some show potent activity against Gram positive bacteria, and one is a first-in-class proteasome inhibitor.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/ejoc.201701393

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
St Peter's College
Role:
Author
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Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry; Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry; Organic Chemistry
Role:
Author
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Funding agency for:
Josa-Culleré, L
Grant:
316955
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Funding agency for:
Towers, C
Publisher:
Wiley Publisher's website
Journal:
European Journal of Organic Chemistry Journal website
Volume:
2017
Issue:
47
Pages:
7055-7059
Publication date:
2017-12-18
Acceptance date:
2017-10-09
DOI:
EISSN:
1099-0690
ISSN:
1434-193X
Source identifiers:
745892
Pubs id:
pubs:745892
UUID:
uuid:b6ee0e01-2655-48c6-87e3-decd0524baa1
Local pid:
pubs:745892
Deposit date:
2017-11-16

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