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
Org. Lett., 2008, 10 (12), pp 2405–2408
DOI: 10.1021/ol800660y
Publication Date (Web): May 14, 2008
Copyright © 2008 American Chemical Society

Abstract

Abstract Image

1,3-Diketones were synthesized from α,β-unsaturated ketones by treatment with acid chlorides and Et2Zn in the presence of RhCl(PPh3)3. This is a very simple and extremely chemoselective reaction to give the adduct at the α-position of α,β-unsaturated ketones.

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    History

    • Published In Issue June 19, 2008
    • Article ASAPMay 14, 2008
    • Received: March 21, 2008

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