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Synthetic access to 3-substituted pyroglutamic acids from tetramate derivatives of serine, threonine, allo-threonine, and cysteine

Abstract:

A general route which provides direct access to pyroglutamates from tetramates, making use of Suzuki coupling on an enol mesylate, followed by reduction, is reported. This work permits direct scaffold hopping from tetramate to substituted pyroglutamates. Some compounds in the library showed modest antibacterial activity against Gram-positive bacteria.

Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1021/acs.joc.9b01432

Authors


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Institution:
University of Oxford
Department:
Chemistry
Sub department:
Inorganic Chemistry
Role:
Author
ORCID:
0000-0003-1683-2066
Publisher:
American Chemical Society
Journal:
Journal of Organic Chemistry More from this journal
Volume:
84
Issue:
16
Pages:
10257-10279
Publication date:
2019-07-09
Acceptance date:
2019-07-29
DOI:
EISSN:
1520-6904
ISSN:
0022-3263
Pmid:
31287955
Language:
English
Keywords:
Pubs id:
pubs:1037383
UUID:
uuid:b964e511-15eb-4663-98d0-15a70cbd4b70
Local pid:
pubs:1037383
Source identifiers:
1037383
Deposit date:
2019-08-06

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