Issue 77, 2016

Asymmetric aerobic oxidative NHC-catalysed synthesis of dihydropyranones utilising a system of electron transfer mediators

Abstract

In the context of green chemistry, the replacement of high molecular weight stoichiometric oxidants with O2 is most desirable but difficult. Here, we report the asymmetric aerobic oxidative synthesis of dihydropyranones. The oxidation is aided by a system of electron transfer mediators and is selective toward the homoenolate. The dihydropyranones can be isolated in high to excellent yields, with high ee (up to 95%).

Graphical abstract: Asymmetric aerobic oxidative NHC-catalysed synthesis of dihydropyranones utilising a system of electron transfer mediators

Supplementary files

Article information

Article type
Communication
Submitted
22 Jul 2016
Accepted
28 Aug 2016
First published
07 Sep 2016
This article is Open Access
Creative Commons BY license

Chem. Commun., 2016,52, 11571-11574

Asymmetric aerobic oxidative NHC-catalysed synthesis of dihydropyranones utilising a system of electron transfer mediators

A. Axelsson, E. Hammarvid, L. Ta and H. Sundén, Chem. Commun., 2016, 52, 11571 DOI: 10.1039/C6CC06060A

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