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Benzil (cas 134-81-6) and its derivatives naphthil and pyridil have been found to undergo a dianionic oxy‐Cope rearrangement upon reaction with 2‐lithio‐4,5‐dihydrofuran to give 3,3′‐octahydrobifuranyls selectively as the meso diastereomers. The diastereoselectivity is explained based on the reaction mechanism and the conformation of the starting material. 4,4′‐Di‐tert‐butylbenzil gave the respective intramolecular aldol adduct, whose relative configuration was determined by NOE experiments.
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