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Relative diels-alder reactivity of 3-alkyl-2-(3-butenyl)-1,2-dihydropyridines. : Interplay of electronic and steric factors related to the 3-alkyl group.
Authors:Grant R. Krow  Yoon B. Lee  Steven W. Szczepanski  Ramesh Raghavachari  A. David Baker
Affiliation:Department of Chemistry, Temple University, Philadelphia, PA 19122 USA;Department of Chemistry, Queens College, Flushing, New York 11367-0904 USA
Abstract:Steric effects have been found to predominate over Frontier Molecular Orbital (FMO) effects in controlling the relative rates of intramolecular cycloadditions of 3-R-substituted- 2-(3-butenyl)1,2-dihydropyridines (DHP) in the series 4a–c (R = H, Me, Et).
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