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Sunlight photocatalyzed regioselective β-alkylation and acylation of cyclopentanones†
Megumi Okada,Takahide Fukuyama,Keiichi Yamada,Ilhyong Ryu,Davide Ravelli,Maurizio Fagnoni
Chemical Science Pub Date : 05/08/2014 00:00:00 , DOI:10.1039/C4SC01072H
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.

Graphical abstract: Sunlight photocatalyzed regioselective β-alkylation and acylation of cyclopentanones
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