Chemistry Letters, Vol.37, No.4, 454-455, 2008
Convenient synthesis of angular triquinane from 4-alkenylfulvene via thermal cycloaddition followed by skeletal rearrangement of the resulting [4+2] adduct
Alkenylfulvene prepared by the annulation of allylidenetriphenylphosphorane with 1,4-ynedione proceeded thermal cycloaddition in a hiohly regio- and stereoselective manner to give [4 + 2] adduct which was then converted into triquinane derivative by the treatment with LHMDS-t-BuOK after hydrolysis of the enol ether group.