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Lec 34 - Sharpless Oxidation Catalysts and the Conformation of Cycloalkanes

"Lec 34 - Sharpless Oxidation Catalysts and the Conformation of Cycloalkanes" Freshman Organic Chemistry (CHEM 125) Professor Barry Sharpless of Scripps describes the Nobel prize-winning development of titanium-based catalysts for stereoselective oxidation, the mechanism of their reactions, and their use in preparing esomeprazole. Conformational energy of cyclic alkanes illustrates the use of molecular mechanics. 00:00 - Chapter 1. Introduction for Professor Barry Sharpless 02:52 - Chapter 2. The Reactivity of Allyic Alcohols and Vanadium-Catalyzed Epoxidations 11:44 - Chapter 3. Research with Katsuki and the Discovery of Combining Titanium with Tartaric Acid 21:10 - Chapter 4. The Mechanism for Asymmetric Epoxidation of Olefins and the Story of Nexium 41:05 - Chapter 5. The Conformation of Rings: Carvone and Cyclohexane Complete course materials are available at the Open Yale Courses website: http://open.yale.edu/courses This course was recorded in Fall 2008.

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Channels: Chemistry (General)

Tags: Sharpless TBHP t-butylhydroperoxide titanium epoxidation allylic alcohol tartarate tartaric acid diethyl tartrate

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Duration: 49m 18s

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Lecture list for this course

Lec 1 - How Do You Know?

Lec 2 - Force Laws, Lewis Structures and Resonance

Lec 3 - Double Minima, Earnshaw's Theorem and Plum-Puddings

Lec 4 - Coping with Smallness and Scanning Probe Microscopy

Lec 5 - X-Ray Diffraction

Lec 6 - Seeing Bonds by Electron Difference Density

Lec 7 - Quantum Mechanical Kinetic Energy

Lec 8 - One-Dimensional Wave Functions

Lec 9 - Chladni Figures and One-Electron Atoms

Lec 10 - Reality and the Orbital Approximation

Lec 11 - Orbital Correction and Plum-Pudding Molecules

Lec 12 - Overlap and Atom-Pair Bonds

Lec 13 - Overlap and Energy-Match

Lec 14 - Checking Hybridization Theory with XH_3

Lec 15 - Chemical Reactivity: SOMO, HOMO, and LUMO

Lec 16 - Recognizing Functional Groups

Lec 17 - Reaction Analogies and Carbonyl Reactivity

Lec 18 - Amide, Carboxylic Acid and Alkyl Lithium

Lec 19 - Oxygen and the Chemical Revolution (Beginning to 1789)

Lec 20 - Rise of the Atomic Theory (1790-1805)

Lec 21 - Berzelius to Liebig and Wöhler (1805-1832)

Lec 22 - Radical and Type Theories (1832-1850)

Lec 23 - Valence Theory and Constitutional Structure (1858)

Lec 24 - Determining Chemical Structure by Isomer Counting (1869)

Lec 25 - Models in 3D Space (1869-1877); Optical Isomers

Lec 26 - Van't Hoff's Tetrahedral Carbon and Chirality

Lec 27 - Communicating Molecular Structure in Diagrams and Words

Lec 28 - Stereochemical Nomenclature; Racemization and Resolution

Lec 29 - Preparing Single Enantiomers and the Mechanism of Optical Rotation

Lec 30 - Esomeprazole as an Example of Drug Testing and Usage

Lec 31 - Preparing Single Enantiomers and Conformational Energy

Lec 32 - Stereotopicity and Baeyer Strain Theory

Lec 33 - Conformational Energy and Molecular Mechanics

Lec 35 - Understanding Molecular Structure and Energy through Standard Bonds

Lec 36 - Bond Energies, the Boltzmann Factor and Entropy

Lec Last - Potential Energy Surfaces, Transition State Theory and Reaction Mechanism

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