6533b832fe1ef96bd129a137

RESEARCH PRODUCT

Vergleichende Untersuchung zur Diastereoselektivität derO-Methylierung von sterisch behinderten β-Ketocarbonsäureestern und ihren Enolen

Herbert MeierMonika Buß

subject

chemistry.chemical_classificationSteric effectsDiazomethaneOrganic ChemistryRegioselectivityMethylationMedicinal chemistryCatalysischemistry.chemical_compoundOxygen atomchemistryEnol etherOrganic chemistryMethanolPhysical and Theoretical Chemistry

description

Diastereoselectivity of the O-Methylation of Sterically Hindered β-Ketocarboxylates and Their Enols The enols 1a, b, and 1c, which exists almost completely in the keto form, have been methylated at the oxygen atom with diazomethane. The regioselective reaction can be catalyzed by methanol, but may loose in that case the diastereoselectivity. A comparison with the methylation of the enolates by iodomethane is discussed.

https://doi.org/10.1002/jlac.1990199001173