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Issue 7, 2014
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Sunlight photocatalyzed regioselective β-alkylation and acylation of cyclopentanones

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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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Supplementary files

Article information


Submitted
11 Apr 2014
Accepted
08 May 2014
First published
08 May 2014

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2014,5, 2893-2898
Article type
Edge Article
Author version available

Sunlight photocatalyzed regioselective β-alkylation and acylation of cyclopentanones

M. Okada, T. Fukuyama, K. Yamada, I. Ryu, D. Ravelli and M. Fagnoni, Chem. Sci., 2014, 5, 2893
DOI: 10.1039/C4SC01072H

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