The photolysis of methyl alpha-(phenylseleno)acetate (1b) and related compounds in the presence of an alkene and CO leads to acyl selenides 2 via group transfer carbonylation. The mechanism of this three-component coupling reaction involves the addition of a (methoxycarbonyl)methyl radical to an alkene, the trapping of the produced alkyl free radical by CO, and termination of the reaction by a phenylselenenyl group transfer from the starting material.
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| http://dx.doi.org/10.1021/jo960349y | DOI Listing |
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