Gold(I)‐Catalyzed <i>endo</i>‐Selective Intramolecular α‐Alkenylation of β‐Yne‐Furans: Synthesis of Seven‐Membered‐Ring‐Fused Furans and DFT Calculations

Zhe Dong, Cheng‐Hang Liu, Yi Wang, Mu Lin, Zhi‐Xiang Yu

Angewandte Chemie International Edition · 2013 · 92 citations · 59 references

Concepts

Abstract

Alkenylation of furans: An efficient gold-catalyzed endo-selective intramolecular α-alkenylation of β-alkyne-substituted furans has been developed to synthesize challenging seven-membered-ring-fused furans in good to excellent yields. Preliminary DFT calculations have been carried out to understand the experimentally observed regioselectivity. DME=1,2-dimethoxyethane, Ts=p-toluenesulfonyl.

References

59