Title

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

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