Chemistry 436 Introduction Text Complex Molecular Synthesis free

Chemistry 436: Introduction Text: Complex Molecular Synthesis (free downloadable pdf) Chapter 1. Chapter 2. Chapter 3. Chapter 4. Chapter 5. Chapter 6. Some Principles of Synthetic Planning Sugars: Biosynthetic Starting Materials Fatty Acids and Prostaglandins Terpenes Polyketides Amino Acids and Alkaloids üEach chapter has a list of terminology that you are expected to know. üPeriodically, quizzes will be given on terminology covered in previous class sessions. üStudy questions similar to exam questions are provided at the end of each chapter. Professor: Robert G. Salomon • Office Phone: 368 -2592 • Home Phone: 440 -446 -1780 • Cell Phone: 216 -513 -7984 • Office: Millis 212 1

Chemistry 436: Introduction Chapter 1. 1. 1 1. 2 1. 3 1. 4 1. 5 Some Principles of Synthetic Planning Introduction Logic Centered Analysis Perception of Structure-Functionality Relationships Polar Reactivity Analysis Protocol for Synthetic Design Chapter 2. 2. 1. 2. 2 2. 3 Sugars: Biosynthetic Starting Materials Carbon Fixation: Biosynthesis of Sugars Synthesis of Sugars Acetyl Co. A: a Sugar-Derived Starting Material Chapter 3. 3. 1 3. 2 3. 3 3. 4 Fatty Acids and Prostaglandins Biosynthesis of Fatty Acids Biosynthesis of Prostaglandins Syntheses of Prostaglandins from Acyclic Precursors Syntheses of Prostaglandins from Polycyclic Precursors 3. 5 3. 6 3. 7 Syntheses of Prostaglandins from Cyclopentanes Enantioselective Syntheses of Prostaglandins Levuglandins 2

Chemistry 436: Introduction Chapter 4. 4. 1 4. 2 4. 3 4. 4 4. 5 4. 6 4. 7 Terpenes Biosynthesis of Monoterpenes: Loganin Syntheses of Loganin Biosynthesis of Sesquiterpenes: Longifolene-Topological Analysis Syntheses of Longifolene Homo and Bishomo Sesquiterpenes: Cecropia Juvenile Hormones Biosynthesis and Total Syntheses of Diterpenes: Spatol Biosynthesis and Total Synthesis of Steroids Chapter 5. 5. 1 5. 2 5. 3 5. 4 Polyketides Biosynthesis and Syntheses Orselenic Acid Griseofulvin Tetracyclines Erythronolide B Chapter 6. 6. 1 6. 2 6. 3 6. 4 6. 5 6. 6 6. 7 Amino Acids and Alkaloids Biosynthesis and Syntheses Colchicine Cephalotaxine Morphine Lysergic Acid Quinine Biosynthesis of Nonaromatic Amino Acids Lycopodine 3