Exposure of the dihydro-1,3-dioxepine 5 to diisobutylaluminum hydride induces concurrent diastereoselective ring-contraction and reduction to lead to the trisubstituted tetrahydrofuran, oxidative cleavage of which gives (±)-samin1, the general furofuran lignan precursor.
S. Takano, K. Samizu and K. Ogasawara, J. Chem. Soc., Chem. Commun., 1993, 1032 DOI: 10.1039/C39930001032
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