Lecture 31 - Periodate Cleavage, Retrosynthesis, and Green Chemistry. The ability of periodic acid (HIO4) to cleave the C-C bond of vicinal diols and α-hydroxycarbonyl compounds allowed structure determination of
sugars and their ketals before spectroscopy was available. Reduction of carbonyl compounds by organometallic or hydride reagents provides a range of schemes for synthesizing various alcohols, where preference may be dictated by the desire to
avoid competing processes. Wittig olefination allows conversion of C=O to C=C with good control over constitutional isomerism. Pharmaceutical manufacturers have taken great interest in developing new solvents and reagents that minimize hazards,
waste, and environmental impact of traditional reactions. (from oyc.yale.edu)
Lecture 31 - Periodate Cleavage, Retrosynthesis, and Green Chemistry
Time
Lecture Chapters
[00:00:00]
1. HIO4 Vicinal Diol Cleavage and Traditional Carbohydrate Analysis
[00:09:32]
2. Designing Alcohol Syntheses
[00:28:35]
3. Addition, Reduction, and Enolization by Grignard Reagents