Expanding cyclitol structural diversity by biocatalysis and metalocatalysis. A click chemistry approach.
- PubMed: 20198422
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.