Copper-catalyzed coupling of 1,1-dibromo-1-alkenes with phenols: a general, modular, and efficient synthesis of ynol ethers, bromo enol ethers, and ketene acetals

Kévin Jouvin; Alexandre Bayle; Frédéric Legrand; Gwilherm Evano

doi:10.1021/ol300491d

Copper-catalyzed coupling of 1,1-dibromo-1-alkenes with phenols: a general, modular, and efficient synthesis of ynol ethers, bromo enol ethers, and ketene acetals

Org Lett. 2012 Mar 16;14(6):1652-5. doi: 10.1021/ol300491d. Epub 2012 Mar 7.

Authors

Kévin Jouvin¹, Alexandre Bayle, Frédéric Legrand, Gwilherm Evano

Affiliation

¹ Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles Saint-Quentin en Yvelines, 45, Avenue des Etats-Unis, 78035 Versailles Cedex, France.

PMID: 22397691
DOI: 10.1021/ol300491d

Abstract

An efficient and general copper-catalyzed method is reported for the synthesis of phenol-derived 1-bromoenol ethers, ynol ethers, and ketene acetals by chemodivergent copper-catalyzed cross-coupling between readily available 1,1-dibromo-1-alkenes and phenols.