Nickel-Catalyzed Asymmetric Negishi Cross-Couplings

Significance

This report summarizes a stereoconvergent synthesis of substituted propargylic compounds by an asymmetric, nickel-catalyzed Negishi cross-coupling with arylethylzinc reagents. A variety of alkyl groups are tolerated and the yields and enantioselectivities are good for a broad scope. This methodology was successfully performed on a gram scale for the rapid synthesis of an intermediate to a potent dihydrofolate reductase inhibitor.