Cristin-resultat-ID: 1401037
Sist endret: 16. november 2016, 14:32
Resultat
Briefs
2016

Enantioselective Organocatalyzed Bromolactonizations: Applications in Natural Product Synthesis

Bidragsytere:
  • Marius Aursnes
  • Jørn Eivind Tungen og
  • Trond Vidar Hansen

Om resultatet

Briefs
Publiseringsår: 2016

Beskrivelse Beskrivelse

Tittel

Enantioselective Organocatalyzed Bromolactonizations: Applications in Natural Product Synthesis

Sammendrag

Asymmetric bromolactonization reactions of d-unsaturated carboxylic acids have been investigated in the presence of 10 chiral squaramide hydrogen-bonding organocatalysts. The best catalyst enabled the cyclization of several 5-arylhex-5-enoic acids into the corresponding bromolactones with up to 96% ee and in high to excellent chemical yields. The reported catalysts are prepared in a straightforward manner in two steps from dimethyl squarate. The utility of the developed protocol was demonstrated in highly enantioselective syntheses of the sesquiterpenoids (−)-gossoronol and (−)-boivinianin B. Both natural products were obtained in ≥99% enantiomeric excess.

Bidragsytere

Marius Aursnes

  • Tilknyttet:
    Faglig ansvarlig
    ved Seksjon for farmasøytisk kjemi ved Universitetet i Oslo

Jørn Eivind Tungen

  • Tilknyttet:
    Faglig ansvarlig
    ved Seksjon for farmasøytisk kjemi ved Universitetet i Oslo

Trond Vidar Hansen

  • Tilknyttet:
    Faglig ansvarlig
    ved Seksjon for farmasøytisk kjemi ved Universitetet i Oslo
1 - 3 av 3