Regioselective Rh(I)-Catalyzed Sequential Hydrosilylation toward the Assembly of Silicon-Based Peptidomimetic Analogues

摘要

A highly regioselective Rh(I)-catalyzed hydrosilylationnof enamides is presented. This mild protocol allowsnaccess to a wide variety of different arylsilanes with substitutionnat the β-position of the enamide and functionalization on thenalkyl chain tethered to the silane. This protocol is extended toninclude a sequential one-pot hydrosilylation. Using diphenylsilane as the appendage point, hydrosilylation of a protected allylnalcohol followed by hydrosilylation of an enamide generates a complex organosilane in one step. This highly convergent strategynto synthesize these functionalized systems now provides a way for the rapid assembly of a diverse collection of silane-basednpeptidomimetic analogues.