ChemInform Abstract: Nucleophilic Benzoylation Using Lithiated Methyl Mandelate as a Synthetic Equivalent of the Benzoyl Carbanion. Oxidative Decarboxylation of α-Hydroxyacids

Autor:	Belen Monje, Gonzalo Blay, José R. Pedro, Pilar Formentin, Rafael Ruiz, Isabel Fernández
Rok vydání:	2010
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Nucleophile Chemistry Aryl Organic chemistry General Medicine Alkylation Alkyl Oxidative decarboxylation Umpolung Catalysis Carbanion
Zdroj:	ChemInform. 32
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200123076
Popis:	The synthesis of alkyl aryl ketones using lithiated methyl mandelate as a synthetic equivalent of the benzoyl carbanion is reported (Umpolung). The methodology involves alkylation of methyl mandelate, hydrolysis of the ester group and oxidative decarboxylation of the resulting α-hydroxyacids. The last step is carried out in a catalytic aerobic way using a Co(III) complex in the presence of pivalaldehyde under very mild and advantageous conditions. The procedure is also applied to methyl mandelates substituted on the aromatic ring.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ee932a599de5aa0cb6a5c983894e6d71 https://doi.org/10.1002/chin.200123076 Zobrazit plný text záznamu Plný text