Diels-Alder cycloaddition of o-quinonedimethides and alkylidene-5H-furan-2-ones: new and rapid access to lambertellol cores and arthrinone derivatives - Aix-Marseille Université Access content directly
Journal Articles Organic & Biomolecular Chemistry Year : 2010

Diels-Alder cycloaddition of o-quinonedimethides and alkylidene-5H-furan-2-ones: new and rapid access to lambertellol cores and arthrinone derivatives

Romain Blanc
  • Function : Author
Virginie Héran
  • Function : Author
Raphaël Rahmani
  • Function : Author
Laurent Commeiras
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Jean-Luc Parrain
  • Function : Author
  • PersonId : 922840

Abstract

An efficient synthesis of deoxy-lambertellols was reported through a highly chemo- and diastereoselective intermolecular Diels-Alder cycloaddition between trans-1,2-disiloxybenzocyclobutenes and 2-methylproto- anemonine. Such transformation with d-substituted c- alkylidenebutenolides, to prepare new analogues of these tricyclic spirolactones, which would be very difficult to prepare by other ways, was also studied.
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Dates and versions

hal-00682615 , version 1 (26-03-2012)

Identifiers

  • HAL Id : hal-00682615 , version 1

Cite

Romain Blanc, Virginie Héran, Raphaël Rahmani, Laurent Commeiras, Jean-Luc Parrain. Diels-Alder cycloaddition of o-quinonedimethides and alkylidene-5H-furan-2-ones: new and rapid access to lambertellol cores and arthrinone derivatives. Organic & Biomolecular Chemistry, 2010, 8, pp.5490-5494. ⟨hal-00682615⟩
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