Sunlight photocatalyzed regioselective β-alkylation and acylation of cyclopentanones

Megumi Okada, Takahide Fukuyama, Keiichi Yamada, Ilhyong Ryu*, Davide Ravelli, Maurizio Fagnoni

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

83 Scopus citations

Abstract

Sunlight-induced direct regioselective β-alkylation of cyclopentanones with electron-deficient alkenes was accomplished by using tetrabutylammonium decatungstate (TBADT) as the catalyst. The regiochemistry can be rationalized by a polar transition state for an SH2 reaction. In the presence of CO, the reaction gave the three-component β-acylation product in good yield.

Original languageEnglish
Pages (from-to)2893-2898
Number of pages6
JournalChemical Science
Volume5
Issue number7
DOIs
StatePublished - 1 Jan 2014

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