Stereochemical studies on the preparation and subsequent reductive cleavage of 1,2-dioxolanes. Application to the synthesis of (±)-yashabushitriol

Article abstract of DOI:10.1016/S0040-4039(01)93404-5

(E)-Selective oxygenation of 1,2-disubstituted alkenylcyclopropanes, and subsequent SmI₂ mediated cleavage of the 1,2-dioxolane products with retention of stereochemistry, leads to a concise synthesis of the plant metabolite (±)-yashabushitriol.