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Attractive aerobic access to the α,β-unsaturated acyl azolium intermediate: oxidative NHC catalysis via multistep electron transfer

Linda Ta (Institutionen för kemi och kemiteknik, Organisk kemi) ; Anton Axelsson (Institutionen för kemi och kemiteknik, Organisk kemi) ; Henrik Sundén (Institutionen för kemi och kemiteknik, Organisk kemi)
Green Chemistry (1463-9262). Vol. 18 (2016), 3, p. 686-690.
[Artikel, refereegranskad vetenskaplig]

To replace high molecular weight oxidants with air (O2) we introduce multistep electron transfer NHC catalysis. The method provides a general and selective oxidation of the α,β-unsaturated aldehyde derived homoenolate to the synthetically useful α,β-unsaturated acyl azolium intermediate. Several independent oxidative NHC-catalyzed reactions are viable with this strategy and the products can be isolated in high to excellent yields.

Nyckelord: NHC, organocatalysis, N-heterocyclic carbene, Aerobic, oxidation, Green Chemistry, Electron transfer mediators



Denna post skapades 2016-02-03. Senast ändrad 2017-09-14.
CPL Pubid: 231642

 

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