Gold-Catalyzed Vinyl Ether Hydroalkynylation: An Alternative Pathway for the Gold-Catalyzed Intermolecular Reaction of Alkenes and Alkynes
Document Type
Article
Publication Date
2016
Digital Object Identifier (DOI)
https://doi.org/10.1021/acs.orglett.6b03228
Abstract
In this report, the gold-catalyzed intermolecular reaction of vinyl ethers and terminal alkynes is investigated. Utilizing a triazole gold catalyst lessens gold decomposition in the presence of the vinyl ether and affords an alkynylation product instead of the [2 + 2] product. This protocol has been expanded to include glycal substrates, which undergo a one-pot alkynylation–Ferrier reaction to produce functionalized sugars in moderate to excellent yields with high diastereoselectivity.
Was this content written or created while at USF?
Yes
Citation / Publisher Attribution
Organic Letters, v. 18, issue 24, p. 6336-6339
Scholar Commons Citation
Hosseyni, Seyedmorteza; Smith, Courtney A.; and Shi, Xiaodong, "Gold-Catalyzed Vinyl Ether Hydroalkynylation: An Alternative Pathway for the Gold-Catalyzed Intermolecular Reaction of Alkenes and Alkynes" (2016). Chemistry Faculty Publications. 186.
https://digitalcommons.usf.edu/chm_facpub/186
