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Synthetic access to hydrophilic tetramate derivatives of cysteine

Abstract:
The synthesis, structural, and antibacterial evaluation of bicyclic tetramate derivatives of cysteine rendered hydrophilic with pendant heterocyclic substituents is reported; effective synthetic protocols and antibacterial activity for a small library of polar derivatives were found, and direct evidence for strong metal chelation in these systems was obtained. A computational study has developed a detailed understanding of the controlling factors of the key Dieckmann cyclization step.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1021/acs.joc.0c01636

Authors


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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
ORCID:
0000-0001-9342-2613
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
Publisher:
American Chemical Society
Journal:
Journal of Organic Chemistry More from this journal
Volume:
85
Issue:
19
Pages:
12393-12407
Place of publication:
United States
Publication date:
2020-09-03
Acceptance date:
2020-08-16
DOI:
EISSN:
1520-6904
ISSN:
1520-6904
Pmid:
32880449
Language:
English
Keywords:
Pubs id:
1133662
Local pid:
pubs:1133662
Deposit date:
2020-12-03

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