Jump to main content
Jump to site search

Issue 18, 2019
Previous Article Next Article

Au-Catalyzed tandem intermolecular hydroalkoxylation/Claisen rearrangement between allylic alcohols and chloroalkynes

Author affiliations

Abstract

An efficient protocol for the synthesis of γ,δ-unsaturated α-chloroketones has been developed via Au-catalyzed tandem intermolecular hydroalkoxylation/Claisen rearrangement. In the presence of 1 mol% JohnPhosAuCl and 1 mol% NaBArF, a broad range of allylic alcohols smoothly underwent the tandem intermolecular hydroalkoxylation/Claisen rearrangement with aromatic, vinylic or aliphatic chloroalkynes to give structurally diverse γ,δ-unsaturated α-chloroketones in excellent yields. Importantly, high Z/E selectivity was achieved. Other advantages are widespread availability of the substrates, compatibility with a broad range of functional groups and mild reaction conditions.

Graphical abstract: Au-Catalyzed tandem intermolecular hydroalkoxylation/Claisen rearrangement between allylic alcohols and chloroalkynes

Back to tab navigation

Supplementary files

Article information


Submitted
20 Jan 2019
Accepted
20 Mar 2019
First published
29 Mar 2019

Org. Biomol. Chem., 2019,17, 4435-4439
Article type
Communication

Au-Catalyzed tandem intermolecular hydroalkoxylation/Claisen rearrangement between allylic alcohols and chloroalkynes

C. Liu, J. Xu, L. Ding, H. Zhang, Y. Xue and F. Yang, Org. Biomol. Chem., 2019, 17, 4435
DOI: 10.1039/C9OB00151D

Social activity

Search articles by author

Spotlight

Advertisements