Palladium(0)-assisted synthesis of C-glycopyranosyl compounds.

@article{Dunkerton1987Palladium0assistedSO,
  title={Palladium(0)-assisted synthesis of C-glycopyranosyl compounds.},
  author={L. Dunkerton and J. M. Euske and A. Serino},
  journal={Carbohydrate research},
  year={1987},
  volume={171},
  pages={
          89-107
        }
}
Tetrakis(triphenylphosphine)palladium(0) effects the regio- and stereo-selective alkylation of 2-acetoxy-5,6-dihydro-2H-pyrans and 1-S-acetyl-1-thiohex-2-enopyranosides. Use of stabilized carbanions resulted in the formation of alkylated dihydropyrans with net retention at the oxygen-bearing carbon atom. Examples include the preparation of 2-[acetamidobis(ethoxycarbonyl)methyl]-5,6-dihydro-2H-pyran, 2-[acetamidobis(methoxycarbonyl)methyl]-6-ethoxy-5,6-dihydro-2H-py ran, and 2-[acetamidobis… Expand
Epoxidation and Bis-hydroxylation of C-Phenyl-Δ2,3-glyco-pyranosides.
Asymmetric Total Syntheses of (-)-Hedycoropyrans A and B.
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