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Yale University

Sharpless Oxidation Catalysts and Cycloalkane Conformations - Lecture 34

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Overview

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Explore a 49-minute lecture from Yale University's Freshman Organic Chemistry course featuring Nobel laureate Professor Barry Sharpless. Delve into the development of titanium-based catalysts for stereoselective oxidation, their reaction mechanisms, and applications in pharmaceutical synthesis. Examine the conformational energy of cyclic alkanes through molecular mechanics. Learn about allylic alcohol reactivity, vanadium-catalyzed epoxidations, and the groundbreaking combination of titanium with tartaric acid. Discover the mechanism for asymmetric epoxidation of olefins and its role in producing esomeprazole. Conclude with an analysis of ring conformations, focusing on carvone and cyclohexane structures.

Syllabus

- Chapter 1. Introduction for Professor Barry Sharpless.
- Chapter 2. The Reactivity of Allyic Alcohols and Vanadium-Catalyzed Epoxidations.
- Chapter 3. Research with Katsuki and the Discovery of Combining Titanium with Tartaric Acid .
- Chapter 4. The Mechanism for Asymmetric Epoxidation of Olefins and the Story of Nexium.
- Chapter 5. The Conformation of Rings: Carvone and Cyclohexane.

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