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Synthesis of the pyoverdin chromophore by a biomimetic oxidative cyclization

Synthesis of the pyoverdin chromophore by a biomimetic oxidative cyclization
Synthesis of the pyoverdin chromophore by a biomimetic oxidative cyclization
The fluorescent dihydropyrimido[1,2-a]quinoline chromophore of the pyoverdin siderophores has been synthesized by a biomimetic oxidative cyclization using an iodine(III) reagent, followed by elimination and dehydrogenation.
1523-7060
1519-1522
Jones, Raymond C. F.
50e973f9-3926-4126-bd59-4e2c0e9e8f98
Yau, Sze Chak
98fc5d54-945e-4c19-aa38-7ca836a05ac1
Iley, James N.
b30fd482-e98a-440a-a13a-411d1c3bcdd3
Smith, Janet E.
5b9cc8c6-be13-4e4e-849f-31ccce4206c4
Dickson, James
01f5276b-08fe-41ae-b80e-0dbf63081499
Elsegood, Mark R. J.
4594ae11-b505-4e60-a594-c81491972387
McKee, Vickie
a3fd7cbe-db22-4f63-83b2-2ccc50b1c514
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Jones, Raymond C. F.
50e973f9-3926-4126-bd59-4e2c0e9e8f98
Yau, Sze Chak
98fc5d54-945e-4c19-aa38-7ca836a05ac1
Iley, James N.
b30fd482-e98a-440a-a13a-411d1c3bcdd3
Smith, Janet E.
5b9cc8c6-be13-4e4e-849f-31ccce4206c4
Dickson, James
01f5276b-08fe-41ae-b80e-0dbf63081499
Elsegood, Mark R. J.
4594ae11-b505-4e60-a594-c81491972387
McKee, Vickie
a3fd7cbe-db22-4f63-83b2-2ccc50b1c514
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8

Jones, Raymond C. F., Yau, Sze Chak, Iley, James N., Smith, Janet E., Dickson, James, Elsegood, Mark R. J., McKee, Vickie and Coles, Simon J. (2009) Synthesis of the pyoverdin chromophore by a biomimetic oxidative cyclization. Organic Letters, 11 (7), 1519-1522. (doi:10.1021/ol802804c).

Record type: Article

Abstract

The fluorescent dihydropyrimido[1,2-a]quinoline chromophore of the pyoverdin siderophores has been synthesized by a biomimetic oxidative cyclization using an iodine(III) reagent, followed by elimination and dehydrogenation.

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More information

Published date: 2 April 2009
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 346364
URI: http://eprints.soton.ac.uk/id/eprint/346364
ISSN: 1523-7060
PURE UUID: cb5fc0d0-5ebd-4ceb-9788-2d39bbfdc579
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 20 Dec 2012 15:43
Last modified: 15 Mar 2024 03:01

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Contributors

Author: Raymond C. F. Jones
Author: Sze Chak Yau
Author: James N. Iley
Author: Janet E. Smith
Author: James Dickson
Author: Mark R. J. Elsegood
Author: Vickie McKee
Author: Simon J. Coles ORCID iD

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