Journal article

Expanding cyclitol structural diversity by biocatalysis and metalocatalysis. A click chemistry approach

De La Sovera V, Bellomo A, Pena J, Gonzalez D, Stefani H ...see all

Molecular Diversity, vol. 15, issue 1 (2011) pp. 163-172

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The palladium catalyzed cross-coupling reaction of phenyltrifluoroborate with a chemoenzymatically derived bromoazidoconduritol, combined with 1,3-dipolar cycloaddition, with a variety of alkynes is described. Fourteen new compounds were synthesized in moderate to good yields. The click chemistry reaction can be effected by using sodium ascorbate and CuSO(4) · 5H(2)O as catalyst in toluene-H(2)O at room temperature.

Author-supplied keywords

  • Chemoenzymatic synthesis
  • Click chemistry
  • Organotrifloroborates
  • Suzuki-Miyaura

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