Water → HCID 86630344, compound

Participants

Reaction Steps

A solution of 14 (280 mg, 0.78 mmol) in dry THF (4 mL) was treated with nBu4NF (1.05 g, 3.3 mmol). The mixture was heated at reflux. After 115 h H2O (20 mL) and EtOAc (20 mL) was added. The aqueous layer was extracted with EtOAc (4×20 mL) and the combined organic layer was dried (Na2SO4), filtered and concentrated in vacuum. The residue was purified by flash chromatography (SiO2, 2×5.5 cm, 30% EtOAc-hexanes) to give the corresponding diol 14a (180 mg, 88%, white solid, mp: 67° C.).

Provenance & Evidence