4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 52, Issue 77, Pages 11571-11574

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cc06060a

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Funding

  1. Swedish Research Council VR
  2. Formas

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In the context of green chemistry, the replacement of high molecular weight stoichiometric oxidants with O-2 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%).

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