Chemistry of alicyclic compounds. Structure and chemical transformations: Edited by G Haufe and G Mann. Chemistry Department, Karl-Marx-University, Leipzig, FRG. Studies in Organic Chemistry, 38. 1990, 468 p. US$ 179.50/Dfl 350.00

Abstract

1. Structural Foundations: Topology and Topography of Alicyclic Compunds. Systematics of alicyclic compounds. Chemical topology of the ring systems. Degree of saturation of alicyclic compounds. Configuration and conformation of the alicyclics. Topography of important alicyclic ring systems. References. 2. Structure-Energy Relations in Alicyclic Systems. Energy comparisons between ring systems. Stereostructure and energy content. Use of MO-theoretical methods. Force field calculations. Strain-reactivity relations. References. 3. Ring Transformations by Dynamic Processes. Intramolecular forms of motion. Conformational transformations. Configurational transformations. Reversible valence isomerizations. Dynamic behaviour and reactivity. References. 4. Preparation of Alicyclics by Ring Contraction. Ring contractions via cationic intermediates. Ring contractions via carbanions. Ring contractions via divalent carbon. Photochemical ring contractions. Thermal ring contractions. References. 5. Preparation of Alicyclics by Ring Enlargement. Ring enlargements via cationic intermediates. Ring enlargements via anionic intermediates, carbenes, and radicals. Ring enlargment by cleavage of primarily synthesized polycyclics. Sigmatropic rearrangements of cycloalkylvinyl compounds. References. 6. Transformation of Alicyclics by Transannular Reactions. Transannular ring closures via cationic intermediates (transannular p-cyclizations). Transannular ring closures via anionic intermediates and carbenes. Transannular ring closures via radical intermediates. Concerted transannular valence isomerizations. References. Subject Index