CHED 1554 |
| The concept of stereoisomerism is introduced early in the first semester of the organic chemistry course. Cis-trans isomers are mentioned, for the first time, during the discussion of cycloalkanes. This topic is revisited and expanded when alkenes are taught. At this stage, the students are introduced to the E, Z nomenclature and the Cahn-Ingold-Prelog priority rules. Selected addition reactions are used as examples of reactions that may yield two stereoisomers. Next, our students are exposed to the theory and practice of NMR. In establishing equivalent/non-equivalent protons, the terms enantiomers and diastereomers are briefly mentioned. A detailed discussion of these terms follows when chirality is introduced. Using mainly Fischer projections, the students are taught several methods of establishing R, S configurations. Finally, the reactions involving stereocenters and/or creating new stereocenters are discussed. It is made clear to the students that stereochemistry is a topic that cannot be memorized. Instead, they have to understand the concepts, learn the rules, and then solve problems. The various methods of establishing the R, S configuration and sample reactions, involving stereocenters, will be discussed. |
|
Teaching Stereochemistry in the Undergraduate Curriculum
1:30 PM-3:45 PM, Wednesday, April 9, 2008 Hilton New Orleans Riverside -- HEC C, Oral
Division of Chemical Education |