Minimising conformational bias in fluoroprolines through vicinal difluorination
Minimising conformational bias in fluoroprolines through vicinal difluorination
Monofluorination at the proline 4-position results in conformational effects, which is exploited for a range of applications. However, this conformational distortion is a hindrance when the natural proline conformation is important. Here we introduce (3S,4R)-3,4-difluoroproline, in which the individual fluorine atoms instill opposite conformational effects, as a suitable probe for fluorine NMR studies.
5118-5121
Hofman, Gert-Jan
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Ottoy, Emile
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Light, Mark
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Kieffer, Bruno
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Kuprov, Ilya
bb07f28a-5038-4524-8146-e3fc8344c065
Martins, José C.
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Sinnaeve, Davy
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Linclau, Bruno
19b9cacd-b8e8-4c65-af36-6352cade84ba
16 April 2018
Hofman, Gert-Jan
696ede89-26ae-4a7e-88d8-0574fce74d93
Ottoy, Emile
d34b7519-7bc5-4f61-8bc8-5a0ec5584b62
Light, Mark
cf57314e-6856-491b-a8d2-2dffc452e161
Kieffer, Bruno
34187faf-4dc3-4d1b-895c-cee8ce760217
Kuprov, Ilya
bb07f28a-5038-4524-8146-e3fc8344c065
Martins, José C.
6ca83d5b-f416-4309-a2ec-fe10d5024881
Sinnaeve, Davy
1bff7c9e-d706-4318-9042-b291807752d6
Linclau, Bruno
19b9cacd-b8e8-4c65-af36-6352cade84ba
Hofman, Gert-Jan, Ottoy, Emile, Light, Mark, Kieffer, Bruno, Kuprov, Ilya, Martins, José C., Sinnaeve, Davy and Linclau, Bruno
(2018)
Minimising conformational bias in fluoroprolines through vicinal difluorination.
Chemical Communications, 54 (40), .
(doi:10.1039/C8CC01493K).
Abstract
Monofluorination at the proline 4-position results in conformational effects, which is exploited for a range of applications. However, this conformational distortion is a hindrance when the natural proline conformation is important. Here we introduce (3S,4R)-3,4-difluoroproline, in which the individual fluorine atoms instill opposite conformational effects, as a suitable probe for fluorine NMR studies.
Text
Linclau_Sinnaeve_Martins manuscript
- Accepted Manuscript
More information
Accepted/In Press date: 27 March 2018
e-pub ahead of print date: 16 April 2018
Published date: 16 April 2018
Identifiers
Local EPrints ID: 420270
URI: http://eprints.soton.ac.uk/id/eprint/420270
ISSN: 1359-7345
PURE UUID: f47f5269-2ef8-4c50-a9da-952d21dbdc1e
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Date deposited: 03 May 2018 16:30
Last modified: 16 Mar 2024 04:11
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Contributors
Author:
Gert-Jan Hofman
Author:
Emile Ottoy
Author:
Bruno Kieffer
Author:
José C. Martins
Author:
Davy Sinnaeve
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