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D. A Evans.TB. Dunn Pericyclic Reactions: Part-1 Chem 206 Other Reading material: http://www.courses.fasharvardedu/-chem206/ aWoodward-Hoffmann Theory R. B. Woodward and r. hoffmann the conservation of orbital Symmetry, Verlag Chemie, Weinheim, 1970 Chemistry 206 I Frontier Molecular Orbital Theory Fleming, Frontier Orbitals and Organic Chemical Reactions Advanced Organic Chemistry John-wiley and sons, New York, 1976 IDewar-Zimmerman Theory T. H Lowry and K.S. Richardson, Mechanism and Theory in Lecture number 11 Organic Chemistry, 3rd Ed, Harper Row, New York, 1987 ■ Genera| Referenc R E Lehr and A P Marchand, Orbital Symmetry. A Problem Pericyclic Reactions-1 Solving Approach, Academic Press, New York, 1972 Introduction to Pericyclic Reactions Electrocyclic Reactions Sigmatropic Reactions ■ Problems of the Day Cycloaddition Reactions Predict the stereochemical outcome of this reaction Reading Assignment for week berg: Part A; Chapter 11 Concerted Pericyclic Reactions Fleming: Chapter 4 Thermal Pericyclic Reactions Huisgen, TL, 1964, 3381 Ph Suggest a mechanism for the following reaction heat Matthew d shair October 11. 2002http://www.courses.fas.harvard.edu/~chem206/ Ph Ph O O O CO2Me CO2Me CO2Me MeO2C H H O O O Ph Ph D. A. Evans, T. B. Dunn Chem 206 Matthew D. Shair Friday, October 11, 2002 ■ Reading Assignment for week: Carey & Sundberg: Part A; Chapter 11 Concerted Pericyclic Reactions Pericyclic Reactions: Part–1 Chemistry 206 Advanced Organic Chemistry Lecture Number 11 Pericyclic Reactions–1 ■ Introduction to Pericyclic Reactions ■ Electrocyclic Reactions ■ Sigmatropic Reactions ■ Cycloaddition Reactions ■ Other Reading Material: Fleming: Chapter 4 Thermal Pericyclic Reactions ■ Woodward-Hoffmann Theory R. B. Woodward and R. Hoffmann, The Conservation of Orbital Symmetry, Verlag Chemie, Weinheim, 1970. ■ Frontier Molecular Orbital Theory I. Fleming, Frontier Orbitals and Organic Chemical Reactions, John-Wiley and Sons, New York, 1976. ■ Dewar-Zimmerman Theory T. H. Lowry and K. S. Richardson, Mechanism and Theory in Organic Chemistry, 3rd Ed., Harper & Row, New York, 1987. ■ General Reference R. E. Lehr and A. P. Marchand, Orbital Symmetry: A Problem Solving Approach, Academic Press, New York, 1972. ■ Problems of the Day: Huisgen, TL, 1964, 3381. Predict the stereochemical outcome of this reaction. ❉ heat ❉ Suggest a mechanism for the following reaction. heat Bloomfield, TL, 1969, 3719
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