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Cascade Carbonylation Methods Leading to β-Diketones and β-Functionalized δ-Diketones^†

Katsukiyo Miura Dr.

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan, Fax: (+81) 298-53-4237

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Mami Tojino,

Mami Tojino

Department of Chemistry, Faculty of Arts and Sciences, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan, Fax: (+81) 72-254-9695

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Naoki Fujisawa,

Naoki Fujisawa

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan, Fax: (+81) 298-53-4237

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Akira Hosomi Prof.,

Akira Hosomi Prof.

[email protected]

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan, Fax: (+81) 298-53-4237

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Ilhyong Ryu Prof.,

Ilhyong Ryu Prof.

[email protected]

Department of Chemistry, Faculty of Arts and Sciences, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan, Fax: (+81) 72-254-9695

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Katsukiyo Miura Dr.,

Katsukiyo Miura Dr.

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan, Fax: (+81) 298-53-4237

Search for more papers by this author

Mami Tojino,

Mami Tojino

Department of Chemistry, Faculty of Arts and Sciences, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan, Fax: (+81) 72-254-9695

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Naoki Fujisawa,

Naoki Fujisawa

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan, Fax: (+81) 298-53-4237

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Akira Hosomi Prof.,

Akira Hosomi Prof.

[email protected]

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan, Fax: (+81) 298-53-4237

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Ilhyong Ryu Prof.,

Ilhyong Ryu Prof.

[email protected]

Department of Chemistry, Faculty of Arts and Sciences, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan, Fax: (+81) 72-254-9695

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First published: 22 April 2004

https://doi.org/10.1002/anie.200453702

Citations: 54

^†

This work was supported by a Grant-in-Aid for Scientific Research (B) from the Ministry of Education, Culture, Sports, Science, and Technology, Government of Japan. A.H. acknowledges support from CREST, Science and Technology Corporation (JST).

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Graphical Abstract

A radical combination: An intermolecular cascade reaction involving alkyl halides, CO, electron-deficient alkenes, and stannyl enolates proceeds smoothly by a radical chain pathway to give four-component coupling products in good to high yields (see scheme). A series of 1,5-diketones with a substituent at the 3-position was prepared by this method.

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Volume43, Issue18

April 26, 2004

Pages 2423-2425

Cascade Carbonylation Methods Leading to β-Diketones and β-Functionalized δ-Diketones^†

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Cascade Carbonylation Methods Leading to β-Diketones and β-Functionalized δ-Diketones†

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Cascade Carbonylation Methods Leading to β-Diketones and β-Functionalized δ-Diketones^†