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Synthesis 1989; 1989(7): 506-510
DOI: 10.1055/s-1989-27301
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A Convenient Horner-Emmons Approach to the Synthesis of Substituted Ethyl 1,3-Butadiene-2-carboxylates, and Related Compounds

Tomasz Janecki* , Ryszard Bodalski
  • *Institute of Organic Chemistry, Technical University, Zwirki 36, 90-924 Lodz, Poland
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Publication Date:
17 September 2002 (online)

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The Horner-Emmons reaction of the allylphosphonates 3 with aldehydes gives substituted 1,3-butadiene-2-carboxylates 12 in satisfactory yields. By suitable modification of reactants a variety of 3-alkenyl-2(5H)furanones 13 and 3-alkenylcoumarins 14 are prepared with high geometric selectivity.

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