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Updated: Jun 28, 2025

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
Published on: November 21, 2017
Nickel-Catalyzed Chemoselective Carbomagnesiation for Atroposelective Ring-Opening Difunctionalization
Tingting Sun1, Linchao Guo1, Qi Li1
1Anhui Province Engineering Laboratory for Green Pesticide Development and Application, Anhui Agricultural University, No. 130, Changjiangxilu, Hefei, Anhui, China, 230036.
Abstract:
There is a pressing need for methods that can connect enantioenriched organic compounds with readily accessible building blocks via asymmetric functionalization of unreactive chemical bonds in organic synthesis and medicinal chemistry. Herein, the asymmetric chemoselective cleavage of two unactivated C(Ar)-O bonds in the same molecule is disclosed for the first time through an unusual nickel-catalyzed carbomagnesiation. This reaction facilitates the evolution of a novel atroposelective ring-opening difunctionalization. Utilizing readily available dibenzo bicyclic substrates, diverse valuable axially chiral biaryls are furnished with high efficiencies. Synthetic elaborations showcase the application potential of this method. The features of this method include good atom-economy, multiple roles of the nucleophile, and a simple catalytic system that enables the precise magnesiation of an α-C(Ar)-O bond and arylation of a β-C(Ar)-O bond.
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