(-)-Sparteine hydroiodide

(-)-Sparteine hydroiodide ((-)-Lupinidine hydroiodide) is a chiral proton base and catalytic promoter. (-)-Sparteine hydroiodide promotes the enantioselective carbolithiation of cinnamyl derivatives with primary and secondary organolithium reagents. (-)-Sparteine hydroiodide forms mixed aggregates with lithium halides. As an exogenous chiral base, (-)-Sparteine hydroiodide deprotonates palladium-bound secondary alcohols, promotes the formation of palladium-alkoxide species, and alters the rate-limiting step of the catalytic cycle, thereby affecting reaction rate and enantioselectivity.

• Data Sheet (284 KB)