Synthesis and olfactory evaluation of bulky moiety-modified analogues to the sandalwood odorant Polysantol

Molecules. 2009 Jul 28;14(8):2780-800. doi: 10.3390/molecules14082780.

Abstract

Five new bulky moiety-modified analogues of the sandalwood odorant Polysantol have been synthesized by aldol condensation of appropriate aldehydes with butanone, deconjugative alpha-methylation of the resulting alpha,beta-unsaturated ketones, and reduction of the corresponding beta,gamma-unsaturated ketones. The final compounds were evaluated organoleptically and one of them seemed to be of special interest for its natural sandalwood scent.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Odorants / analysis*
  • Organic Chemicals / chemical synthesis*
  • Organic Chemicals / chemistry*
  • Polycyclic Sesquiterpenes
  • Santalum / chemistry*
  • Sesquiterpenes / chemistry
  • Structure-Activity Relationship

Substances

  • Organic Chemicals
  • Polycyclic Sesquiterpenes
  • Sesquiterpenes
  • santalol