Gold(I)-catalyzed formation of furans by a Claisen-type rearrangement of ynenyl allyl ethers
2011

Gold-Catalyzed Formation of Furans

publication Evidence: moderate

Author Information

Author(s): Istrate Florin M, Gagosz Fabien

Primary Institution: Département de Chimie, UMR 7652, CNRS/Ecole Polytechnique, 91128 Palaiseau, France

Hypothesis

The study investigates the Claisen-type rearrangement of ynenyl allyl ethers to synthesize polysubstituted furans using a gold(I) catalyst.

Conclusion

The study successfully developed a new gold(I)-catalyzed method for synthesizing polysubstituted furans under mild conditions.

Supporting Evidence

  • The method allows for the formation of two new C–O and C–C bonds in a single step.
  • The reaction can create quaternary centers easily.
  • A variety of substituents can be introduced on the side chain of the furans.

Takeaway

Scientists found a new way to make a special type of chemical called furans using gold, which helps them stick together easily.

Methodology

The study involved synthesizing ynenyl allyl ethers and using a gold(I) catalyst to promote their rearrangement into furans.

Limitations

The yields of some reactions were low due to the volatility of the products.

Digital Object Identifier (DOI)

10.3762/bjoc.7.100

Want to read the original?

Access the complete publication on the publisher's website

View Original Publication