Group transfer carbonylations: Photoinduced alkylative carbonylation of alkenes accompanied by phenylselenenyl transfer

Ilhyong Ryu*, Hideo Muraoka, Nobuaki Kambe, Mitsuo Komatsu, Noboru Sonoda

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

55 Scopus citations

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.

Original languageEnglish
Pages (from-to)6396-6403
Number of pages8
JournalJournal of Organic Chemistry
Volume61
Issue number18
DOIs
StatePublished - 6 Sep 1996

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