Selenium Dioxide → (4alphaR,5R,6R,7S)-6,7-Dihydroxy-4alpha,5,6,7-tetrahydro-3,4alpha,5-trimethylnaphtho(2,3-b)furan-2(4H)-one

Participants

Reaction Conditions

Reaction Steps

The compound prepared in Example B1 (5 mg, 0.02 mmol) was dissolved in dioxane (1 ml), selenium dioxide (22 mg, 0.20 mmol) was added thereto, and the mixture was stirred at 50° C. for 2 days. The reaction solution was filtered, and the solvent was removed by distillation under reduced pressure. The residue was purified by preparative TLC (hexane:ethyl acetate=1:1) to give the title compound (4.5 mg, 86%).

Provenance & Evidence