Hiyama reaction synthetic applications

Carbostannylation sometimes proceeds with no activators, but the applicability of such reactions is severely limited to a few types of special substrates. The development of activation methods in the mid 1990s made carbostannylation a synthetically significant tool. Three major activators are now available. Thus, radical initiators, Lewis acids, and late transition metals were found to be effective as activators by Hosomi, Yamamoto, and Shirakawa-Hiyama, respectively. These activators are required only in a catalytic amount to promote the reaction. Scheme 5.7.2 summarizes the mechanism of the activation of carbon-tin bonds by these activators. The cleavage of carbon-tin bonds by a radical initiator gives a stannyl radical, which adds to an unsaturated bond. The resulting alkenyl or alkyl radical abstracts an R... 

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