Gold(I)-Catalyzed Domino Reaction : An Access to furooxepines
Résumé
We report herein the synthesis of [7,5]-fused bicyclic acetals, also named furooxepines derivatives through a gold(I)-catalyzed domino reaction. During this transformation, two molecules of homopropargyl alcohol react together, in a sequence including an intramolecular hydroalkoxylation, condensation, a 1,6-enyne cycloisomerization, acetalization and an isomerization. This gold(I)-catalyzed domino reaction allow the formation of three bonds, two heterocycles and a tetrasubstituted carbon stereocenters in a one-step operation with 100% atom economy. Post-functionalizations allow the formation of tetrahydrofurans.
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