Novel route to some biologically important compounds starting with a common chiral, bicyclic, fused lactone: enantioselective synthesis of (–)-boschnialactone and two antithrombotics

Abstract

Three biologically important compounds, (–)-boschnialactone and the antithrombotics (+)- and (–)-(5Z)-6-{(1S, 4R)-3-endo-(4-chlorophenylsulphonylamino)bicyclo[2.2.1]hept-5-en-2-endo and exo-yl}hex-5-enoic acid have been synthesized starting from a common chiral lactone which is easily available via an asymmetric Diels–Alder reaction.