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Synthesis 2000; 2000(12): 1713-1718
DOI: 10.1055/s-2000-8212
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Triphenylphosphane-Mediated Addition of Dimethyl Acetylenedicarboxylate to 1,2- and 1,4-Benzoquinones: Synthesis of Novel γ-Spirolactones

Vijay Nair* , J. Somarajan Nair, A. U. Vinod
  • *Organic Chemistry Division, Regional Research Laboratory (CSIR), Trivandrum-695 019, India; Fax +91 (4 71) 49 17 12; E-mail: gvn@csrrltrd.ren.nic.in
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Publication Date:
31 December 2000 (online)

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The zwitterionic intermediate, generated by the addition of triphenylphosphane to dimethyl acetylenedicarboxylate, undergoes facile addition to ortho- and para-quinones to afford highly functionalized novel unsaturated γ-spirolactones in moderate to high yields.

addition reactions - dimethyl acetylenedicarboxylate - quinones - triphenylphosphane - spirolactones

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