Carbene-organocatalyzed enantioselective [5+5] annulation of dienols and dienals towards tetrahydroisochromen-1-ones

Abstract

An N-heterocyclic carbene (NHC)-catalyzed [5+5] annulation between dienals and dienols was developed for the synthesis of multisubstituted tetrahydroisochromen-1-ones, the following oxidative aromatization to axial-chiral isochromen-1-ones and transformation towards cyclohexane with 6 chiral carbons in hexahydroisochromen-1-ones.