22911-22-4Relevant academic research and scientific papers
Enantioselective Desymmetrization of cis-3,5- O-Arylidenecyclohexanones Catalyzed by Cinchona-Derived Quaternary Ammonium Salts
Cortigiani, Mauro,Gillick Healy, Malachi,Mereu, Andrea,Adamo, Mauro F. A.
, p. 4112 - 4119 (2019/04/30)
An enantioselective protocol for the desymmetrization of cis-3,5-O-arylidenecyclohexanones has been developed that proceeded under the catalysis of readily available and inexpensive Cinchona-derived quaternary ammonium salts. The synthetic relevance of the methodology was exemplified by the synthesis of a key intermediate that could be used in the preparation of the active pharmaceutical ingredient, paricalcitol (Zemplar).
Anodic Oxidation of Xylenes. Electrochemical Obtention of Cyclohexa-1,4-diene Derivatives
Barba, Isidoro,Alonso, Francisco,Florencio, Feliciana
, p. 4365 - 4367 (2007/10/02)
cis- and trans-3,6-dimethoxy-3,6-dimethylcyclohexa-1,4-dienes obtained by methoxylation of p-xylene were completely separated.The unequivocal structure of the trans isomer was assigned by X-ray diffraction, and the cis:trans ratio is satisfactorily explained by an EECrCp mechanism.When the substrates were p- and o-xylene, the nuclear-addition products were obtained in a two-electron process, but when the substrate was m-xylene, the major muclear-addition product was obtained in a four-electron process.
INDIRECT ELECTROCHEMICAL SIDE-CHAIN OXIDATION OF ALKYL AROMATIC COMPOUNDS - SELECTIVE SYNTHESIS OF METHYL BENZOATES OR ORTHOBENZOIC ACID TRIMETHYLESTERS
Brinkhaus, Karl-Heinz Grosse,Steckhan, Eberhard,Degner, Dieter
, p. 553 - 560 (2007/10/02)
The technically important side-chain oxidation of alkyl aromatic compounds to form either methyl benzoates or orthobenzoic acid trimethylesters can be performed electrochemically at low potentials in methanol solution using an undivided cell and tris(2,4-dibromophenyl)amine as redox catalyst.Under neutral or slightly acidic conditions methyl benzoates are selectively formed while under basic conditions the orthoesters are predominating.In a similar way ortho benzoic acid trimethylesters are formed selectively starting from benzaldehyde dimethylacetals.The redox catalyst is stable under the reaction conditions so that several thousand cycles can be performed without noticeable loss.
