Solid-phase intermolecular radical reactions 2: synthesis of C-glycopeptide mimetics via a novel acrylate acceptor.
[reaction: see text] A novel tetrafluorophenol-linked acrylate is reported as an activated acceptor for intermolecular radical reactions. Addition of alkyl radicals led to pure products in good yields. We include here the first syntheses of C1- and C6-linked glycosides using a solid-phase radical methodology.
Caddick
Stephen
S
Centre for Biomolecular Design and Drug Development, The Chemistry Laboratory, University of Sussex, Falmer, Brighton, BN1 9QJ, UK. s.caddick@sussex.ac.uk
Hamza
Daniel
D
Wadman
Sjoerd N
SN
Wilden
Jonathan D
JD
D000107:Acetylation; D000179:Acrylates / Q000737:chemistry*; D006020:Glycopeptides / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D018716:Molecular Mimicry
D000179:Acrylates; D006020:Glycopeptides; D007202:Indicators and Reagents