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  • Synthesis of enol lactones via Cu(I)-catalyzed intramolecular O-vinylation of carboxylic acids.

Synthesis of enol lactones via Cu(I)-catalyzed intramolecular O-vinylation of carboxylic acids.

Organic letters (2009-08-20)
Changhui Sun, Yewen Fang, Shuang Li, Yue Zhang, Qiwu Zhao, Shana Zhu, Chaozhong Li
ABSTRACT

With the catalysis of CuI/trans-N,N'-dimethylcyclohexane-1,2-diamine, a number of carboxylic acids underwent efficient intramolecular O-vinylation with vinyl bromides leading to the synthesis of the corresponding five- and six-membered enol lactones. The same catalytic system also led to the efficient cycloisomerization of alkynoic acids.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Vinyl bromide solution, 1.0 M in THF