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Direct Synthesis of 1,3-Diketones by Rh-Catalyzed Reductive α-Acylation of Enones

Kazuyuki Sato, Satoshi Yamazoe, Rie Yamamoto, Shizuka Ohata, Atsushi Tarui, Masaaki Omote, Itsumaro Kumadaki and Akira Ando*

*Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan, Email: aandopharm.setsunam.ac.jp

K. Sato, S. Yamazoe, R. Yamamoto, S. Ohata, A. Tarui, M. Omote, I. Kumadaki, A. Ando, Org. Lett., 2008, 10, 2405-2408.

DOI: 10.1021/ol800660y


Abstract

Substituted 1,3-diketones were synthesized from α,β-unsaturated ketones by treatment with acid chlorides and Et2Zn in the presence of RhCl(PPh3)3. The reaction offers a very simple and chemoselective acylation at the α-position of α,β-unsaturated ketones.

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Key Words

1,3-Diketones


ID: J54-Y2008-1570