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Issue 40, 2018
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Minimising conformational bias in fluoroprolines through vicinal difluorination

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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 instil opposite conformational effects, as a suitable probe for fluorine NMR studies.

Graphical abstract: Minimising conformational bias in fluoroprolines through vicinal difluorination

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Publication details

The article was received on 22 Feb 2018, accepted on 27 Mar 2018 and first published on 16 Apr 2018


Article type: Communication
DOI: 10.1039/C8CC01493K
Citation: Chem. Commun., 2018,54, 5118-5121
  • Open access: Creative Commons BY license
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    Minimising conformational bias in fluoroprolines through vicinal difluorination

    G. Hofman, E. Ottoy, M. E. Light, B. Kieffer, I. Kuprov, J. C. Martins, D. Sinnaeve and B. Linclau, Chem. Commun., 2018, 54, 5118
    DOI: 10.1039/C8CC01493K

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