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Träfflista för sökning "WFRF:(Hammarvid Emmelie 1991) "

Sökning: WFRF:(Hammarvid Emmelie 1991)

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1.
  • Axelsson, Anton, 1991, et al. (författare)
  • Asymmetric aerobic oxidative NHC-catalysed synthesis of dihydropyranones utilising a system of electron transfer mediators
  • 2016
  • Ingår i: Chemical Communications. - 1364-548X .- 1359-7345. ; 52:77, s. 11571-11574
  • Tidskriftsartikel (refereegranskat)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%).
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2.
  • Axelsson, Anton, 1991, et al. (författare)
  • DBU-Catalyzed Ring-Opening and Retro-Claisen Fragmentation of Dihydropyranones
  • 2020
  • Ingår i: European Journal of Organic Chemistry. - : Wiley. - 1099-0690 .- 1434-193X. ; 2020:33, s. 5436-5444
  • Tidskriftsartikel (refereegranskat)abstract
    • We present a general protocol for the formal Michael addition of acetone to alpha,beta-unsaturated esters and amides, a transformation difficult to perform using current methods. The protocol comprises of an amidine catalyzed relay ring-opening and fragmentation of 3,4-dihydropyranones. The reaction proceeds under mild conditions, has a broad substrate scope and the products can be isolated in good to excellent yields. The method can be applied to homochiral substrates with total preservation of chiral information, generating products in high optical purity. Kinetic experiments supported by quantum chemical modeling indicate a mechanism in which the catalyst takes a bifunctional role, acting both as a Bronsted base and as a hydrogen-bond donor.
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