Regiodivergent Lewis base-promoted O- to C-carboxyl transfer of furanyl carbonates.

نویسندگان

  • Craig D Campbell
  • Caroline Joannesse
  • Louis C Morrill
  • Douglas Philp
  • Andrew D Smith
چکیده

Triazolinylidenes promote γ-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 α-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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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 13 10  شماره 

صفحات  -

تاریخ انتشار 2015