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Reduction of Olepupuane (3) with Lithium Aluminum Hydride. Lithium aluminum hydride (10 mg) was added to a solution of olepupuane (3; 0.5 mg, 0.002 mmol) in dry THF (5 mL), and the reaction mixture was stirred at 0 O C for 35 min. excess reagent was destroyed with ethyl acetate, and the reaction products were partitioned between dichloromethane (4 X 5 mL) and 5% aqueous hydrochloric acid (10 mL). The combined dichloromethane extra& were dried over sodium sulfate, and the solvent was evaporated to yield a crude product that was purified by LC on Partisil with ethyl acetate as the eluant to yield the diol 6: 0.3 mg (85% theoretical); IR (neat) 3340 cm-'; ' H NMR (CC14) 6 5.70 (

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