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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:

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)


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.

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Key Words

α,β-unsaturated esters, β-keto esters

ID: J54-Y2016