Enabling Cyclization Strategies through Carbonyl-Ylide-Mediated Synthesis of Malonate Enol Ethers

Júlia Viñas-Lóbez; Guillaume Levitre; Adiran de Aguirre; Céline Besnard; Amalia I Poblador-Bahamonde; Jérôme Lacour

doi:10.1021/acsorginorgau.1c00006

Enabling Cyclization Strategies through Carbonyl-Ylide-Mediated Synthesis of Malonate Enol Ethers

ACS Org Inorg Au. 2021 May 5;1(1):11-17. doi: 10.1021/acsorginorgau.1c00006. eCollection 2021 Oct 6.

Authors

Júlia Viñas-Lóbez¹, Guillaume Levitre¹, Adiran de Aguirre¹, Céline Besnard¹, Amalia I Poblador-Bahamonde¹, Jérôme Lacour¹

Affiliation

¹ Department of Organic Chemistry and Laboratoire de Cristallographie, University of Geneva, Geneva CH-1211, Switzerland.

Abstract

Malonate enol ethers are afforded in one step by condensation of cyclic ketones with α-diazomalonates under [CpRu(CH₃CN)₃][BAr_F] catalysis. The dual reactivity of these 2-vinyloxymalonates can be used to expand the classical range of cyclizations derived from carbonyl ylide intermediates.