Abstract

The isomerization of several unsaturated α-iodocarbonyls to cyclic γ-iodocarbonyls gave identical product mixtures by using catalytic quantities of either hexalkylditin or palladium (0). This indicates that palladium does not serve as a catalyst in an organometallic reaction, but as a promoter of a free radical chain involving atom transfer. In contrast, an allylic iodide showed no tendency to produce radical chain products when treated with Pd(0).

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