The asymmetric synthesis of multisubstituted diquinanes via the domino reaction of electron-deficient enynes

Abstract

A N,N′-dioxide/Y(III) complex catalyzed highly enantioselective domino reaction between electron-deficient enynes and a malonate-derived α,β-unsaturated ester was described. A range of multisubstituted diquinanes were obtained in good yields with excellent ee values (91–98% ee). Moreover, the products could be easily transformed into various chiral [3.3.0]bicycle compounds, which were important skeletons of many biologically active compounds and pharmacologicals.