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Synthesis of 4-aryl-1,7-dihydroxyalkane-2,6-diones under aldol reaction conditions

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Abstract

Reactions of 3-hydroxyalkan-2-ones with (hetero)aromatic aldehydes under basic conditions lead to 4-aryl-1,7-dihydroxyalkane-2,6-diones. These products were also synthesized by dismutation of 4-aryl-1-hydroxyalk-3-ene-2-ones. The reactions proceed as tandem retro aldol reactions and the Michael addition.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    M. V. Mavrov

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  1. M. V. Mavrov
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Correspondence to M. V. Mavrov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 0714—0720, March, 2016.

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Mavrov, M.V. Synthesis of 4-aryl-1,7-dihydroxyalkane-2,6-diones under aldol reaction conditions. Russ Chem Bull 65, 714–720 (2016). https://doi.org/10.1007/s11172-016-1361-8

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  • DOI: https://doi.org/10.1007/s11172-016-1361-8

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