American Chemical Society
ja5b11441_si_004.cif (5.66 kB)

Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts

Download (5.66 kB)
posted on 2016-01-27, 00:00 authored by Chunlin Wu, Guizhou Yue, Christian Duc-Trieu Nielsen, Kai Xu, Hajime Hirao, Jianrong (Steve) Zhou
Copper complexes of phosphoramidites efficiently catalyzed asymmetric addition of arylboron reagents to acyclic enones. Importantly, rare 1,4-insertion of arylcopper­(I) was identified which led directly to O-bound copper enolates. The new mechanism is fundamentally different from classical oxidative addition/reductive elimination of organocopper­(I) on enones.