Issue 84, 2019

A gold(i)-catalysed three-component reaction via trapping oxonium ylides with allenamides

Abstract

A gold(I)-catalysed three-component reaction between alcohols (and water), α-aryl-α-diazoesters and allenamides has been developed, affording three-component products, tert-allylic ethers (and alcohols), in moderate to excellent yields with excellent geometric selectivity (E : Z > 20 : 1). In addition, this transformation proceeds smoothly with high functional group tolerance and a broad substrate scope under exceptionally mild reaction conditions. Remarkably, a gram-scale reaction is also successfully performed, and the corresponding three-component product can readily react with easily obtained reagents, furnishing diverse products in satisfactory yields.

Graphical abstract: A gold(i)-catalysed three-component reaction via trapping oxonium ylides with allenamides

Supplementary files

Article information

Article type
Communication
Submitted
24 Aug 2019
Accepted
16 Sep 2019
First published
18 Sep 2019

Chem. Commun., 2019,55, 12675-12678

A gold(I)-catalysed three-component reaction via trapping oxonium ylides with allenamides

G. Liu, S. Yu, W. Hu and H. Qiu, Chem. Commun., 2019, 55, 12675 DOI: 10.1039/C9CC06599G

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