Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 10, Pages 2895-2900Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob02629b
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Funding
- Royal Society for a University Research Fellowship
- Carnegie Trust for the Universities of Scotland
- EPSRC
- EPSRC National Mass Spectrometry Service Centre (Swansea)
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Triazolinylidenes promote gamma-selective C-carboxylation (up to 99 : 1 regioselectivity) in the O- to C-carboxyl transfer of furanyl carbonates in contrast to DMAP that promotes preferential alpha-C-carboxylation with moderate regiocontrol (typically 60 : 40 regioselectivity). The generality of this process is described and a simple mechanistic and kinetic model postulated to account for the observed regioselectivity
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