CHIRAL INDUCTION IN PHOTOCHEMICAL REACTIONS-XII. SYNTHESIS OF CHIRAL CYCLOBUTANE DERIVATIVES FROM (+)-5-MENTHYLOXY-2--FURANONE AND ETHYLENE

Article abstract of DOI:10.1016/S0040-4039(00)99085-3

The temperature dependence of the diastereoselectivity in the photochemical <2+2>-cycloaddition of (+)-5-menthyloxy-2-<5H>-furanone to ethylene is investigated and the preparative isolation of the pure (1R,4S,5S)- as well as (1S,4S,5R)-4-(+)-menthyloxy-3-oxa-2-oxobicyclo<3.2.0>-heptane is described.