Group Transfer Carbonylations: Photoinduced Alkylative Carbonylation of Alkenes Accompanied by Phenylselenenyl Transfer
- 1 January 1996
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 61 (18) , 6396-6403
- https://doi.org/10.1021/jo960349y
Abstract
The photolysis of methyl α-(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.Keywords
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