Gold(I)-Catalyzed Intermolecular Aryloxyvinylation with Acetylene Gas.

ABSTRACT: Acetylene gas is an important feedstock for chemical production, although it is underutilized in organic synthesis. We have developed an intermolecular gold(I)-catalyzed alkyne/alkene reaction of o-allylphenols with acetylene gas that gives rise to chromanes by a stereospecific aryloxycyclization through the nucleophilic regioselective opening of cyclopropyl gold(I)-carbene intermediates. The synthetic application of this method was demonstrated in the late-stage functionalization of the natural product lapachol.

SUBMITTER: Medina-Gil T 

PROVIDER: S-EPMC10442918 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature