Stereoselective syntheses of substituted 5,6-dihydro-2(1H)-pyridinones in polyphosphate media

Authors :: Paul W. Baures
Charles M. Marson
Urszula Grabowska
Asad Fallah
Timothy Charles Walsgrove
Drake S. Eggleston
Source :: The Journal of Organic Chemistry. 59:291-296
Publication Year :: 1994
Publisher :: American Chemical Society (ACS), 1994.
Abstract: delta-Lactams have been synthesized with excellent stereocontrol of substituents by condensing 3-alkenamides with aryl aldehydes in polyphosphoric ester. The scope of the condensation of 3-alkenamides with aryl aldehydes in several phosphate media is examined, and a rationale is proposed regarding gamma-lactam versus delta-lactam formation.

Subjects :: chemistry.chemical_classification
Aryl
Polyphosphate
education
Organic Chemistry
Regioselectivity
biochemical phenomena, metabolism, and nutrition
Aldehyde
Benzaldehyde
chemistry.chemical_compound
Acid catalysis
chemistry
polycyclic compounds
Lactam
Organic chemistry
Stereoselectivity

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