Dergiler / Turkish Journal of Chemistry / 2003 / Cilt: 27 - Sayı: 1
An Efficient Synthesis of Alnustone, a Naturally Occurring Compound
- Sayfa
- 31–34
- DOI
- —
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.
Abstract
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.