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

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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.

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