Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols
2011

Gold-Catalyzed Synthesis of γ-Vinylbutyrolactones

publication Evidence: high

Author Information

Author(s): Chiarucci Michel, Locritani Mirko, Cera Gianpiero, Bandini Marco

Primary Institution: Alma Mater Studiorum – Università di Bologna

Hypothesis

Can gold(I)-catalyzed intramolecular oxaallylic alkylation with alcohols effectively synthesize γ-vinylbutyrolactones?

Conclusion

The study demonstrates a successful method for synthesizing γ-vinylbutyrolactones using gold(I) catalysts with high yields and selectivity.

Supporting Evidence

  • Gold(I)-N-heterocyclic carbene complexes were effective for the synthesis.
  • Good isolated yields were achieved for various malonyl and acetate derivatives.
  • The method showed high chemoselectivity and functional group tolerance.

Takeaway

Scientists found a new way to make a special type of chemical using gold as a helper, which works really well and is good for the environment.

Methodology

The study involved optimizing reaction conditions for gold-catalyzed lactonization of malonyl alcohols under nitrogen atmosphere.

Limitations

The study primarily focuses on specific types of alcohols and may not be applicable to all substrates.

Digital Object Identifier (DOI)

10.3762/bjoc.7.139

Want to read the original?

Access the complete publication on the publisher's website

View Original Publication