A Computational Experiment of the Endo versus Exo Preference in a Diels–Alder Reaction

• Published in: Journal of chemical education Vol. 86; no. 2; pp. 199 - 201
• Main Authors: Rowley, Christopher N, Woo, Tom K, Mosey, Nick J
• Format: Journal Article
• Language: English
• Published: Easton Division of Chemical Education 01.02.2009; Division of Chemical Education of the American Chemical Society; American Chemical Society
• Subjects: Chemical reactions; Chemical research; Chemistry; Computational chemistry; Curricula; Cycloaddition; Diels-Alder reactions; Experiments; Graduate Study; Laboratory Experiments; Mechanics (Physics); Organic chemistry; Reaction mechanisms; Science Instruction; Undergraduate Students; Molecular Modeling Exercises and Experiments; Addition Reactions; Computer-Based Learning; Graduate Education / Research; Organic Chemistry

We have developed and tested a computational laboratory that investigates an endo versus exo Diels–Alder cycloaddition. This laboratory employed density functional theory (DFT) calculations to study the cycloaddition of N-phenylmaleimide to furan. The endo and exo stereoisomers of the product were d...