A concise and highly diastereoselective one-pot synthesis of vicinal tetrasubstituted furofuran analogues

Abstract

A convenient single-step methodology was developed for the transformation of the readily available β-nitrostyrene derivatives to their corresponding natural product-like furofuran analogues. The developed reaction resulted in the formation of a fused heterocyclic ring system with the simultaneous formation of four contiguous stereocenters. The reactions were conducted under relatively mild conditions in a one-pot operation. All the products were obtained in moderate to good yields with excellent selectivity. Molecular docking studies performed with vicinal tetrasubstituted furofuran showed good docking scores for α-glucosidase inhibitory activity.