SELECTIVE BIS-HYDRIDE REDUCTION OF TOSYLMETHYL-SUBSTITUTED TRICYCLIC ENONES BY LITHIUM ALUMINIUM HYDRIDE. SYNTHESIS OF α-METHYLENE CYCLOPENTENOIDS

Article abstract of DOI:10.1016/S0040-4020(01)89181-X

On treatment with LAH the 4-tosylmethyl substituted exo-10-oxatricyclo<5.2.1.0^2,6>decadienones 1 and 3 undergo two consecutive, regioselective and stereospecific reductions.The first reduction constitutes an S_N2' displacement of the