Hydrogenolysis of Unstrained Carbon-Carbon σ Bonds: Stereoselective Entry into Benzylic Tertiary Centers

摘要

The functionalization or modification of sp~3-hybridized carbon centers by cleavage of unstrained carbon-carbon σ bonds remains unexplored to date. Although hydrogenolysis of C-Z bonds (Z = N, O, S, halogen) is common, hydrogenolysis of C-C bonds under mild reaction conditions is unprecedented.2 All examples of C-C bond hydrogenolysis reported in the literature necessitate either high temperature/pressure conditions or involve C-C bonds in strained rings, such as cyclopropanes and cyclobutanes, or in activated cyclohexadienones, for which scission is driven by aromatization.