Copper-catalyzed enantioselective arylalkynylation of alkenes. Issue 6 (8th January 2020)

• Record Type: Journal Article
• Authors: Lei, Guangyue; Zhang, Hanwen; Chen, Bin; Xu, Meichen; Zhang, Guozhu
• Is Part Of: Chemical science. Volume 11:Issue 6(2020)
• Page Start: 1623
• Page End: 1628
• Publication Date: 2020-01-08
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c9sc04029c
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : Enantioselective aryl and alkynylation of activated/nonactivated alkenes. Abstract : 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.