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Chemistry of Natural Compounds

, Volume 18, Issue 3, pp 267–270 | Cite as

Synthesis of (±)-recifeiolide

  • M. S. Miftakhov
  • F. A. Akbutina
  • G. A. Tolstikov
Article
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Abstract

A description is given of the directed synthesis of (±)-recifeiolide (VI), starting from cyclooctene and 1-chlorobutan-3-ol. The ozonolysis of cyclooctene gave 7-for-mylheptanoic acid, the methyl ester of which (II) was condensed with the ylide of (3-hydroxybut-1-yl) triphenylphosphonium iodide (I) synthesized from 1-chlorobutan-3-ol. The lactonization of the 11-hydroxydodec-8(E)-enoic acid so obtained gave (VI). The IR, PMR, and mass spectra of (VI) are presented.

Keywords

Coumarin Cyclooctene Phosphonium Salt Anhydrous Benzene Enoic Acid 

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Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • M. S. Miftakhov
  • F. A. Akbutina
  • G. A. Tolstikov

There are no affiliations available

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