Radical Reactions in Organic Synthesis (Oxford Chemistry Masters Series)

The Oxford Chemistry Masters Series is designed to provide clear and concise accounts of important topics - both established and emergent - that may be encountered by chemistry students as they progress from the senior undergraduate stage through post-graduate study to leadership in research. These Masters assume little prior knowledge, other than the foundations provided by an undergraduate degree in chemistry, and lead the reader through to an appreciation of the state of the art in the topic whilst providing an entree to the primary literature in the field. Radical reactions exhibit many of the characteristics desired by synthetic organic chemists: mild, generally neutral experimental conditions; diminished susceptibility to eliminations and rearrangements; relative insensitivity to the nature of the solvent and to steric effects; a compatibility with functional groups that is often complementary to that of ionic and organometallic reactions, obviating in many situations the need for laborious and costly protection-deprotection steps. Yet elementary radical reactions are ultra-fast processes and their taming requires some knowledge of their kinetics and rate constants, which have only relatively recently become available. Not surprisingly, transformations involving radical intermediates have long harboured the reputation of beeing difficult to control, suitable only for the synthesis of polymers and tars. This book provides a description of radical reactions and their applications in organic synthesis. It attempts to show that armed with an elementary knowledge of kinetics and some common sense, it is possible to harness radicals into a tremendously powerful tool for solving synthetic problems. The book starts with a brief historical account and presentation of the basics. It then blends the discussion of the properties of radical processes with the now familiar chemistry of stannanes. Radicals being the same entities, whichever method is used to generate them, a