当前位置:
X-MOL 学术
›
Angew. Chem. Int. Ed.
›
论文详情
Our official English website, www.x-mol.net, welcomes your
feedback! (Note: you will need to create a separate account there.)
Photoinduced Copper-Catalyzed Asymmetric Decarboxylative Alkynylation with Terminal Alkynes.
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2020-06-25 , DOI: 10.1002/anie.202006317
Hai-Dong Xia 1 , Zhong-Liang Li 2 , Qiang-Shuai Gu 2 , Xiao-Yang Dong 1 , Jia-Heng Fang 1 , Xuan-Yi Du 1 , Li-Lei Wang 1 , Xin-Yuan Liu 1
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2020-06-25 , DOI: 10.1002/anie.202006317
Hai-Dong Xia 1 , Zhong-Liang Li 2 , Qiang-Shuai Gu 2 , Xiao-Yang Dong 1 , Jia-Heng Fang 1 , Xuan-Yi Du 1 , Li-Lei Wang 1 , Xin-Yuan Liu 1
Affiliation
![]() |
We describe a photoinduced copper‐catalyzed asymmetric radical decarboxylative alkynylation of bench‐stable N‐hydroxyphthalimide(NHP)‐type esters of racemic alkyl carboxylic acids with terminal alkynes, which provides a flexible platform for the construction of chiral C(sp3)−C(sp) bonds. Critical to the success of this process are not only the use of the copper catalyst as a dual photo‐ and cross‐coupling catalyst but also tuning of the NHP‐type esters to inhibit the facile homodimerization of the alkyl radical and terminal alkyne, respectively. Owing to the use of stable and easily available NHP‐type esters, the reaction features a broader substrate scope compared with reactions using the alkyl halide counterparts, covering (hetero)benzyl‐, allyl‐, and aminocarbonyl‐substituted carboxylic acid derivatives, and (hetero)aryl and alkyl as well as silyl alkynes, thus providing a vital complementary approach to the previously reported method.
中文翻译:
用末端炔烃光诱导的铜催化不对称脱羧炔基。
我们描述了外消旋烷基羧酸的N-羟基邻苯二甲酰亚胺(NHP)型酯与末端炔烃的光诱导铜催化不对称自由基脱羧烷基化反应,为手性C的构建提供了灵活的平台(sp 3)-C(sp)键。该方法成功的关键不仅在于将铜催化剂用作光和交联的双重催化剂,而且还需要调整NHP型酯以分别抑制烷基和末端炔烃的均质二聚化。由于使用了稳定且易于获得的NHP型酯,与使用烷基卤化物对应物的反应相比,该反应的底物范围更广,涵盖了(杂)苄基,烯丙基和氨基羰基取代的羧酸衍生物,并且(杂芳基和烷基以及甲硅烷基炔烃,因此为先前报道的方法提供了至关重要的补充方法。
更新日期:2020-06-25
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
用末端炔烃光诱导的铜催化不对称脱羧炔基。
我们描述了外消旋烷基羧酸的N-羟基邻苯二甲酰亚胺(NHP)型酯与末端炔烃的光诱导铜催化不对称自由基脱羧烷基化反应,为手性C的构建提供了灵活的平台(sp 3)-C(sp)键。该方法成功的关键不仅在于将铜催化剂用作光和交联的双重催化剂,而且还需要调整NHP型酯以分别抑制烷基和末端炔烃的均质二聚化。由于使用了稳定且易于获得的NHP型酯,与使用烷基卤化物对应物的反应相比,该反应的底物范围更广,涵盖了(杂)苄基,烯丙基和氨基羰基取代的羧酸衍生物,并且(杂芳基和烷基以及甲硅烷基炔烃,因此为先前报道的方法提供了至关重要的补充方法。