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Nickel/photoredox-catalyzed enantioselective arylation of α-chloro thioesters.

Fei XingTingzhi LinYu YeYan-En WangXianzhong CaoXueying GaoDongzhao ZhangLingfeng KongXiyou ZhuDan XiongJianyou Mao
Published in: Chemical communications (Cambridge, England) (2023)
The first dual nickel/photoredox-catalyzed enantioselective reductive cross-coupling of racemic α-chloro thioesters with aryl iodides has been developed. This strategy avoids the need for organometallic reagents or stoichiometric metal reductants. This reaction could tolerate a wide range of substrate scope with excellent reactivity and high enantioselectivities (up to 91% ee) to access a variety of chiral α-aryl thioesters. The synthetic utility of the corresponding α-aryl thioesters is demonstrated. Furthermore, we explored the mechanism of such an enantioselective radical cross-coupling process.
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