Lecture 29 - Imines and Enamines; Oxidation and Reduction. Imines are pervasive in chemistry and biology, playing key roles both the in artificial Strecker synthesis of amino acids and their biosynthesis by
L-glutamate dehydrogenase and by transamination. Imines are also involved in Stork's α-alkylation and acylation of ketones by way of enamine intermediates. Oxidation and reduction in organic chemistry can involve
actual electron transfer, when ion-radical intermediates are involved as in the formation of Grignard reagents or in the pinacol reduction. But more often in treating the covalent molecules of organic chemistry atomic
oxidation states are used as an artificial bookkeeping device that helps suggest reagent choice for transformations that do not involve literal electron transfer. Oxidation states are assigned by pretending that
covalent bonds between different atoms are purely ionic. (from oyc.yale.edu)
Lecture 29 - Imines and Enamines; Oxidation and Reduction
Time
Lecture Chapters
[00:00:00]
1. Imines
[00:07:16]
2. Amino Acid Synthesis
[00:17:14]
3. Enamine Alkylation and Acylation
[00:26:48]
4. Oxidation and Reduction as Electron Transfer
[00:33:04]
5. Oxidation and Reduction as Bookkeeping: Atomic Oxidation States
References
Lecture 29 - Imines and Enamines; Oxidation and Reduction
Instructor: Professor J. Michael McBride. Resources: Professor McBride's website resource for CHEM 125b (Spring 2011). Transcript [html]. Audio [mp3]. Download Video [mov].