Stereoselective methodology for the synthesis of an antifungal allylamine: Terbinafine

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2 Scopus citations


The stereoselective synthesis of an antifungal drug, Terbinafine, bearing (E)-tert-butylenyne structural element as the side chain is achieved by coupling N-methyl-1-napthalene methanamine with 1-bromo-6,6-dimethyl-2E-hepten-4- yne in good yield. The new methodology avoids the use of toxic starting materials like acrolein and phosphorous pentachloride that were used in earlier reports. The structure was confirmed by IR, NMR, MS, and elemental analysis.

Original languageEnglish (US)
Pages (from-to)141-144
Number of pages4
JournalLetters in Organic Chemistry
Issue number2
StatePublished - Feb 2014


  • Alkylation
  • Antifungal drug
  • Selective reduction
  • Stereoselective synthesis
  • Terbinafine

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry


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