Gold(i)-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety: construction of multi-substituted furans.Chem Commun (Camb). 2019 Jul 09; 55(56):8126-8129.CC
A gold-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety has been reported in this communication, affording multi-substituted furans in moderate to good yields. The reaction proceeded through an intramolecular O-nucleophilic addition and 3,3-sigmatropic rearrangement followed by ring-opening of the cyclopropane unit along with the further reaction with electrophiles. The C-C bond cleavage of a strained cyclopropane moiety in the presence of a gold catalyst and the aromatization provided the driving force for this cascade cyclization. The practical transformations of the obtained diiodinated furan have also been indicated.