G. Buchbauer et al., STRUCTURE-ODOR RELATIONSHIPS OF SANDALWOOD ODORANTS - SYNTHESIS OF (Z)-7-OXA-BETA-SANTALOL, Liebigs Annalen, (9), 1995, pp. 1693-1696
By means of a convergent synthesis strategy, the title substance (Z)-7
-oxa-beta-santalol (4) was prepared starting with the side chain synth
on 5-iodo-2-methyl-2-pentenylmethoxyethoxymethyl ether (7) and the bic
yclic synthon ethyl hylene-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylate
(5). The new santalol analogue 4 is odorless, although the steric req
uirements for the sandalwood odor are met. The reasons for this are di
scussed.