Water → HCID 101616408, compound

Participants

Reaction Conditions

Reaction Steps

L-Selectride (45 μl of a 1.0M solution in tetrahydrofuran) was added to a 2-ml reaction vial at -78° C. containing 2.0 mg of radarin A in 1.0 ml of dry tetrahydrofuran. After the mixture was stirred for 30 min at -78° C., water (50 μl) was added and the mixture was allowed to warm to room temperature (15 min). Anhydrous magnesium sulfate was added and the solution was then passed through a small silica column. The product obtained upon evaporation of the solvent was redissolved in 1.0 ml methylene chloride and extracted with water (5×1 ml). The organic phase was dried and evaporated to yield radarin B (1.9 mg, 95% yield) which was identical to the natural product based on 1H NMR and HPLC analysis.

Provenance & Evidence