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Synthesis 2013; 45(18): 2605-2611
DOI: 10.1055/s-0033-1338513
DOI: 10.1055/s-0033-1338513
paper
Straightforward and Highly Efficient Synthesis of α-Acetoxy Ketones through Gold-Catalyzed Intermolecular Oxidation of Terminal Alkynes
Further Information
Publication History
Received: 11.05.2013
Accepted after revision: 03.07.2013
Publication Date:
30 July 2013 (online)


Abstract
A variety of terminal alkynes were efficiently converted into the corresponding α-acetoxy ketones through gold-catalyzed intermolecular oxidation in the presence of 8-methylquinoline 1-oxide as the oxidant. The reaction probably proceeds through an α-oxo gold carbene intermolecular O–H insertion.
Key words
alkynes - homogeneous catalysis - gold - oxidations - carbene complexes - ketones - estersSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information