Cu(I)-catalysed chemo-, regio-, and stereoselective radical 1,2-carboalkynylation with two different terminal alkynes
Jun-Qian Bian, Qin Li, Liwen Fan, Jiajia Fu, Yong‐Feng Cheng, Yufeng Zhang, Qiao Song, Pengfei Wang, Zhong‐Liang Li, Qiang‐Shuai Gu, Peng Yu, Jun-Bin Tang, Xin‐Yuan Liu
Abstract
Transition-metal-catalysed asymmetric multicomponent reactions with two similar substrates often suffer from the lack of strategies to control the chemo-, regio-, and stereoselectivity of these substrates due to the close similarity in the chemical structures and properties of each reagent. Here, we describe a Cu(I)-catalysed asymmetric radical 1,2-carboalkynylation of two different terminal alkynes and alkyl halides with high chemo-, regio-, and stereoselectivity by using sterically bulky chiral tridentate anionic N,N,P-ligands and modulating alkynes with different electronic properties to circumvent above-mentioned challenges. This method features good substrate scope, high functional group tolerance of two different terminal alkynes, and diverse alkyl halides, providing universal access to a series of useful axially chiral 1,3-enyne building blocks. Transition-metal-catalyzed asymmetric multicomponent reactions with two similar substrates often suffer from the lack of strategies to control the chemo-, regio-, and stereoselectivity. Here, the authors report a Cu(I)-catalyzed asymmetric radical 1,2-carboalkynylation of two different terminal alkynes and alkyl halides with chemo-, regio-, and stereoselectivity.