Synthesis and olfactoric activity of side-chain modified beta-santalol analogues

Three osmophoric points have been postulated to be necessary for the sandal wood scent of beta -santalol derivatives. One of these points, close to the hydroxyl group, is highly specific on the stereochemistry and, in particul ar, on the molecular shape. The role of the 2-methyl group in the side chai n of beta -santalol derivatives was studied by replacement through a hydrog en atom, an ethyl or an isopropyl group. It turns out that any change at th e 2-methyl substituent leads to the complete loss of sandalwood odour. (C) 2001 Editions scientifiques et medicales Elsevier SAS.