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Nickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes
Journal of the American Chemical Society ( IF 15.0 ) Pub Date : 2020-01-23 , DOI: 10.1021/jacs.9b12554
Pei Fan 1 , Yun Lan 1 , Chang Zhang 1 , Chuan Wang 1
Affiliation  

An unprecedented asymmetric acyl-carbamoylation of pendant alkenes tethered on aryl carbamic chlorides with both aliphatic and aromatic aldehydes has been developed via the cooperative catalysis of a chiral nickel-PHOX complex and tetrabutylammonium deca-tungstate. This reaction represents the first example of merging hydrogen-atom-transfer photochemistry and asymmetric transition metal catalysis in difunctionalization of alkenes. Using this protocol, a variety of oxindoles bearing a challenging quaternary stereogenic center are furnished under mild conditions in highly enantioselective manner.

中文翻译:

镍/光共催化烯烃的不对称酰基氨基甲酰化

通过手性镍-PHOX 配合物和四丁基十钨酸铵的协同催化,开发了一种前所未有的不对称酰基氨基甲酰化,该方法连接在芳基氨基甲酰氯上的侧链烯烃与脂肪族和芳香族醛。该反应代表了氢原子转移光化学和不对称过渡金属催化在烯烃双官能化中的第一个例子。使用该协议,在温和的条件下以高度对映选择性的方式提供了具有挑战性的四元立体中心的各种 oxindoles。
更新日期:2020-01-23
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