N-Hydroxyphthalimide-catalyzed radical addition of 1,3-dioxolanes and molecular oxygen to alkenes under ambient conditions: a new route to β-oxycarbonyl compounds

Kazutaka Hirano; Takahiro Iwahama; Satoshi Sakaguchi; Yasutaka Ishii

doi:10.1039/B008418M

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N-Hydroxyphthalimide-catalyzed radical addition of 1,3-dioxolanes and molecular oxygen to alkenes under ambient conditions: a new route to β-oxycarbonyl compounds

Kazutaka Hirano,^a Takahiro Iwahama,^a Satoshi Sakaguchi^a and Yasutaka Ishii*^a

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* Corresponding authors

^a Department of Applied Chemistry, Faculty of Engineering & High Technology Research Center, Kansai University, Suita, Osaka, Japan.
E-mail: ishii@ipcku.kansai-u.ac.jp

Abstract

A novel catalytic hydroxyacylation of alkenes using 1,3-dioxolanes and molecular oxygen has been developed, and the reaction of 2-methyl-1,3-dioxolane with methyl acrylate under dioxygen atmosphere in the presence of catalytic amounts of NHPI and Co(OAc)₂ produced the corresponding adduct in 81% yield.

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Article information

DOI: https://doi.org/10.1039/B008418M
Article type: Communication
Submitted: 18 Oct 2000
Accepted: 02 Nov 2000
First published: 28 Nov 2000

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Chem. Commun., 2000, 2457-2458

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N-Hydroxyphthalimide-catalyzed radical addition of 1,3-dioxolanes and molecular oxygen to alkenes under ambient conditions: a new route to β-oxycarbonyl compounds

K. Hirano, T. Iwahama, S. Sakaguchi and Y. Ishii, Chem. Commun., 2000, 2457 DOI: 10.1039/B008418M

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Chemical Communications

N-Hydroxyphthalimide-catalyzed radical addition of 1,3-dioxolanes and molecular oxygen to alkenes under ambient conditions: a new route to β-oxycarbonyl compounds

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N-Hydroxyphthalimide-catalyzed radical addition of 1,3-dioxolanes and molecular oxygen to alkenes under ambient conditions: a new route to β-oxycarbonyl compounds

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