Copper-catalyzed intermolecular oxidative [3 + 2] cycloaddition between alkenes and anhydrides: a new synthetic approach to γ-lactones

Liangbin Huang; Huanfeng Jiang; Chaorong Qi; Xiaohang Liu

doi:10.1021/ja108073k

Copper-catalyzed intermolecular oxidative [3 + 2] cycloaddition between alkenes and anhydrides: a new synthetic approach to γ-lactones

J Am Chem Soc. 2010 Dec 22;132(50):17652-4. doi: 10.1021/ja108073k. Epub 2010 Nov 29.

Authors

Liangbin Huang¹, Huanfeng Jiang, Chaorong Qi, Xiaohang Liu

Affiliation

¹ School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, PR China.

PMID: 21114288
DOI: 10.1021/ja108073k

Abstract

A new copper-catalyzed oxidative [3 + 2] cycloaddition of alkenes with anhydrides using oxygen as the sole oxidant to afford γ-lactones has been developed. This catalyzed cyclization process has a broad substrate scope and affords γ-lactones in good to excellent yields.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkenes / chemistry*
Anhydrides / chemistry*
Catalysis
Copper / chemistry*
Cyclization
Lactones / chemical synthesis*
Lactones / chemistry
Molecular Structure

Substances

Alkenes
Anhydrides
Lactones
Copper