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Nickel and photoredox dual-catalyzed regioselective dialkylation of alkenes
Chem Catalysis ( IF 11.5 ) Pub Date : 2023-04-14 , DOI: 10.1016/j.checat.2023.100605
Fu Ye , Yiqian Yang , Wenlong Wang , Weiming Yuan

Selective alkene dialkylation represents one of the most challenging transformations in alkene difunctionalization reactions. Here, we report an excellent chemo- and regioselective dialkylation of alkenes via photoredox and nickel dual catalysis. Taking advantage of the synergistic catalytic model, excellent orthogonal substrate activation could be achieved to address otherwise difficult-to-control chemo- and regioselectivity issues. Alkyl halides and alkyl tertiary amines are used as mild alkylating reagents, thus bypassing the use of sensitive organometallic reagents. The present strategy shows a broad scope for both alkyl electrophiles and nucleophiles and provides a facile access to valuable β-amino acid derivatives, which are key structural units among numerous biologically active compounds.



中文翻译:

镍和光氧化还原双催化烯烃的区域选择性二烷基化

选择性烯烃二烷基化是烯烃双官能化反应中最具挑战性的转化之一。在这里,我们报告了通过光氧化还原和镍双重催化对烯烃进行出色的化学和区域选择性二烷基化。利用协同催化模型,可以实现出色的正交底物活化,以解决其他难以控制的化学和区域选择性问题。烷基卤化物和烷基叔胺被用作温和的烷基化试剂,从而绕过了敏感的有机金属试剂的使用。目前的战略显示了烷基化的广泛范围亲电试剂和亲核试剂,并提供了获得有价值的 β-氨基酸衍生物的简便途径,这些衍生物是众多生物活性化合物中的关键结构单元。

更新日期:2023-04-14
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