An efficient synthesis of alnustone, a naturally occurring compound

Goksu S., ÇELIK H., Secen H.

TURKISH JOURNAL OF CHEMISTRY, cilt.27, sa.1, ss.31-34, 2003 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 27 Sayı: 1
  • Basım Tarihi: 2003
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.31-34
  • Atatürk Üniversitesi Adresli: Evet

Özet

Alnustone, 4(E),6(E)-1,7-diphenyl-hepta-4,6-dien-3-one, was synthesized starting from benzaldehyde in three steps with an overall yield of 57%. The condensation of benzaldehyde with acetone gave benzalacetone. The Pd-C catalyzed hydrogenation of benzalacetone afforded benzylacetone. The in situ enamination of benzylacetone with pyrrolidine and acetic acid followed by cinnamaldehyde treatment gave alnustone.