Water → (3aS,4S,6aR)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol

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Reaction Steps

(3 aR,6aR)-2,2-dimethyldihydro-3 aH-cyclopenta[d][1,3]dioxol-4(5H)-one (1-2) (2.75 g, 17.6 mmol, 1 equiv) was dissolved in methanol (166 mL) and sodium borohydride (1.0 g, 26.4 mmol, 1.5 equiv) was added portion wise at 0° C. Upon disappearance of the starting material as monitored by LC-MS analysis, water was added and the mixture was concentrated. The aqueous phase was extracted with DCM (3×100 mL), the combined organics were dried (Na2SO4), and the solvent was removed to afford (3AS,4S,6aR)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol (1-3) as a colorless oil that did not require further purification.

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