IV. Transformation of Carbon-Centered Radicals
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Although every propagation step in a radical chain reaction involves conversion of one radical into another, the potential for a synthetically useful reaction usually hinges on the transformation of a carbon-centered radical. Whether or not a transformation takes place depends on the relative rates for transforming and competing reactions. Because Bu3SnH or (Me3Si)3SiH often is present in a reaction mixture to provide a chain-carrying radical as well as to serve as a hydrogen donor after radical transformation has taken place, a common competing reaction for group migration, radical cyclization, and radical addition is hydrogen-atom abstraction before transformation occurs.