Fluorine containing amino acids: synthesis and peptide coupling of amino acids containing the all-cis tetrafluorocyclohexyl motif

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Abstract

A synthesis of two (S)-phenylalanine derivatives is described which have the all-cis, 2,3,5,6-tetrafluorocyclohexyl motif attached to the aromatic ring at the meta and para positions; the para substituted isomer is elaborated into illustrative dipeptides via the free amine and carboxylate respectively demonstrating its utility as a novel amino acid for peptide synthesis and offering a vehicle for incorporation of this unique and facially polarized ring system into bioactive compounds.

Original languageEnglish
Pages (from-to)5621-5624
JournalOrganic & Biomolecular Chemistry
Volume13
Issue number20
Early online date15 Apr 2015
DOIs
Publication statusPublished - 28 May 2015

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