InBr3-catalyzed stereoselective synthesis of 3,4-disubstituted hexahydro-1H-furo[3,4-c]pyran derivatives

Article abstract of DOI:10.1016/j.tetlet.2014.05.121

An γ,δ-unsaturated alcohol tethered with a hydroxyl group, that is, (E)-2-styrylbutane-1,4-diol (1) undergoes a smooth bicyclization with various aldehydes in the presence of 10 mol % InBr₃ and at 0 °C to afford a novel series of hexahydro-1H-furo[3,4-c]pyran derivatives in good yields with high diastereoselectivity.