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Copper-catalyzed enantioselective arylalkynylation of alkenes.
Chemical Science ( IF 7.6 ) Pub Date : 2020-01-08 , DOI: 10.1039/c9sc04029c
Guangyue Lei 1 , Hanwen Zhang 1 , Bin Chen 1 , Meichen Xu 1 , Guozhu Zhang 1
Affiliation  

A copper-catalyzed enantioselective arylalkynylation of alkenes with diaryliodonium salt and a monosubstituted alkyne is reported. The three-component coupling reactions proceed under mild reaction conditions with a broad substrate scope, leading to synthetically valuable 1,2-diaryl-3-butynes. The key to the success of this chemistry is the employment of the chiral bisoxazoline-phenylaniline (BOPA) ligand. A novel reaction pathway involving the phenyl radical generation under thermal copper catalysis is proposed according to mechanistic studies.

中文翻译:

铜催化烯烃的对映选择性芳基炔基化。

报道了铜催化烯烃与二芳基碘鎓盐和单取代炔烃的对映选择性芳基炔基化反应。三组分偶联反应在温和的反应条件下进行,底物范围广,产生具有合成价值的 1,2-diaryl-3-butynes。这种化学成功的关键是使用手性双恶唑啉-苯苯胺 (BOPA) 配体。根据机理研究,提出了一种涉及热铜催化下产生苯基自由基的新反应途径。
更新日期:2020-02-13
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