Minimising conformational bias in fluoroprolines through vicinal difluorination.

Autor: Hofman GJ; Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK. bruno.linclau@soton.ac.uk., Ottoy E, Light ME, Kieffer B, Kuprov I, Martins JC, Sinnaeve D, Linclau B
Jazyk: angličtina
Zdroj: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2018 May 15; Vol. 54 (40), pp. 5118-5121.
DOI: 10.1039/c8cc01493k
Abstrakt: 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.
Databáze: MEDLINE