For students of advanced organic chemistry, this text develops problem-solving skills using fifty-six challenging, organic chemistry problems covering a wide variety of chemical systems. Concentrates on necessary and fundamental concepts in the introductory chapters. Valuable not only as a study guide and source of interesting problems, but also as an illustration of reactions and phenomena of general interest.
Table of Contents
Partial table of contents: The Rules of the Game. Slow Motion, Deep Insight. Clear Drawings, Three--Dimensional Structures. Preserve Atoms in Place, Keep Things Simple. Atom and Bond Budgets. Fragmentation of Bicyclobutane by Way of Anti--Bredt Intermediates. Acidic Fragmentation in the Course of a Clever Synthesis of Alpha----Methylene Butyrolactones. A Local Oxidation at the Unexpected Site by Bromination at the Expected Site. Vicinal Migrations with Stereocontrol. Hydrazine Used for Ring Mutation. A Stepwise Electron Transfer That Requires Two Moles of Oxidant. Circuitous Oxidation With Lead Tetraacetate. Multifaceted Performance of Grignard Reagent. A Potentially Complex Wagner----Meerwein Rearrangement Made Simple. Strange Involvement of Nonfunctionalized Isopentyl Side Chain. A Case of X--Ray Data Yielding the Wrong Structure Due to Interference of Organic Chemistry. Reaction Index.