title: Thiazolylidene-catalyzed cleavage of methyl oleate-derived α-hydroxy ketone to the corresponding free aldehydes.
abstract: The thiazolylidene-catalyzed cleavage of the α-hydroxy ketone derived from methyl oleate gave the corresponding aldehydes under nonoxidative conditions through a retro-benzoin process. The aldehydes produced are in equilibrium with their corresponding acyloins. To illustrate the synthetic utility of this protocol, the aldehydes were recovered by distillation.
authors.affiliation: Equipe CAtalyse SYnthèse et ENvironnement (CASYEN), Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), CNRS, UMR-5246, Université Claude Bernard Lyon 1, 43 boulevard du 11 novembre 1918, Bât. Curien/CPE, 69622, Villeurbanne (France).
authors.forename: Elsa
authors.initials: E
authors.lastname: Deruer
authors.affiliation: Equipe CAtalyse SYnthèse et ENvironnement (CASYEN), Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), CNRS, UMR-5246, Université Claude Bernard Lyon 1, 43 boulevard du 11 novembre 1918, Bât. Curien/CPE, 69622, Villeurbanne (France). nicolas.duguet@univ-lyon1.fr.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Duguet
authors.affiliation: Equipe CAtalyse SYnthèse et ENvironnement (CASYEN), Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), CNRS, UMR-5246, Université Claude Bernard Lyon 1, 43 boulevard du 11 novembre 1918, Bât. Curien/CPE, 69622, Villeurbanne (France). marc.lemaire.chimie@univ-lyon1.fr.
authors.forename: Marc
authors.initials: M
authors.lastname: Lemaire
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D009829:Oleic Acids / Q000737:chemistry*; D013844:Thiazoles / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D007659:Ketones; D009829:Oleic Acids; D013844:Thiazoles; C005576:methyl oleate
keywords: aldehydes; biomass; carbenes; cleavage reactions; organocatalysis