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Issue 30, 2019
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Recent advances in catalytic asymmetric intermolecular oxidation of alkynes

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Abstract

In recent years, gold-catalyzed intermolecular alkyne oxidation by an N-oxide oxidant, which presumably involves a gold carbenoid intermediate, has attracted increasing attention because it circumvents the employment of hazardous and potentially explosive diazocarbonyl compounds as starting materials for carbene generation. More importantly, the development of a catalytic enantioselective version of the reaction can help achieve an array of asymmetric synthesis processes modified from various racemic transformations of the gold carbenoid intermediate. In this review, we will present an overview of these recent advances in the asymmetric transformations by utilizing chiral ligands, chiral N,N′-dioxides and chiral substrates, aiming to facilitate progress in this fascinating field of research.

Graphical abstract: Recent advances in catalytic asymmetric intermolecular oxidation of alkynes

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Article information


Submitted
11 May 2019
Accepted
25 Jun 2019
First published
27 Jun 2019

Org. Biomol. Chem., 2019,17, 7106-7113
Article type
Review Article

Recent advances in catalytic asymmetric intermolecular oxidation of alkynes

W. Shen and X. Tang, Org. Biomol. Chem., 2019, 17, 7106
DOI: 10.1039/C9OB01096C

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