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Diastereoselective reduction of the tricarbonyl moiety in bicyclic tetramates giving pyroglutamates

Abstract:
The reduction of C(6)-acyl bicyclic tetramic acids has been achieved with complete diastereoselectivity via catalytic hydrogenation using PtO2. The resulting pyroglutamates had potent antibacterial and anticancer properties and will allow the preparation of simple mimics of pyroglutamate-containing natural products.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1039/c8ob00187a

Authors


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Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry; Organic Chemistry
Role:
Author
ORCID:
0000-0002-3275-9025
More by this author
Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry; Inorganic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
St Peter's College
Role:
Author
ORCID:
0000-0002-4440-3632
Publisher:
Royal Society of Chemistry
Journal:
Organic and Biomolecular Chemistry More from this journal
Volume:
16
Pages:
2705-2710
Publication date:
2018-03-19
Acceptance date:
2018-03-19
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
Pmid:
29589033
Language:
English
Pubs id:
pubs:832169
UUID:
uuid:83e3301e-2784-4de6-889c-b9c29d7d12fb
Local pid:
pubs:832169
Source identifiers:
832169
Deposit date:
2018-04-13

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