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Issue 16, 2016

Au-Catalysed oxidative cyclisation

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The two main strategies of gold-catalysed oxidative cyclisation are discussed in this tutorial. The first one employs nucleophilic oxidants as either internal or external nucleophiles. The inherently weak O-heteroatom bond in the oxidant enables the versatile reactivities of the initial gold-promoted adduct of the oxidant to alkyne, including its fragmentation into a highly reactive α-oxo gold carbene intermediate. The second features external oxidant-powered Au(I)/Au(III) catalysis, where the metal oxidation state changes during the catalytic cycle. These strategies have been applied toward the development of a variety of valuable synthetic transformations.

Graphical abstract: Au-Catalysed oxidative cyclisation

Article information

03 Dec 2015
First published
19 Jan 2016

Chem. Soc. Rev., 2016,45, 4448-4458
Article type
Tutorial Review
Author version available

Au-Catalysed oxidative cyclisation

Z. Zheng, Z. Wang, Y. Wang and L. Zhang, Chem. Soc. Rev., 2016, 45, 4448 DOI: 10.1039/C5CS00887E

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