Organic Chemistry Portal

Abstracts

Search:

TiCl4/Et3N-Mediated Condensation of Acetate and Formate Esters: Direct Access to β-Alkoxy- and β-Aryloxyacrylates

José María Álvarez-Calero, Zacarías D. Jorge and Guillermo M. Massanet*

*Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Puerto Real, 11510 Cádiz, Spain, Email: g.martinezuca.es

J. M. Álvarez-Calero, Z. D. Jorge, G. M. Massanet, Org. Lett., 2016, 18, 6344-6347.

DOI: 10.1021/acs.orglett.6b03233 (free Supporting Information)


Abstract

TiCl4/Et3N promotes a condensation of acetate and formate esters to provide (E)-β-alkoxy- and (E)-β-aryloxyacrylate moieties. A plausible mechanism involving a bimetallic titanium intermediate for this type of transformation.

see article for more examples



Key Words

α,β-unsaturated esters, β-keto esters


ID: J54-Y2016