Several new and differently functionalized cis-2,3-dimethylnorbornane derivatives presenting diverse side-chain lengths were prepared, the structures of which are related to the natural fragrance beta-santalol. In particular, exo- and endo-3,8-dihydro-beta-santalols, with either (E) or (Z) C==C-bond configuration on the side chain, were synthesized in seven steps and 21-24% overall yields. Several other exo- and endo-norbornyl alcohols with shorter side chains were also prepared in high yields. The olfactory evaluation indicated woody, sandalwood, as well as fruity notes for some of the derivatives.
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Muratore et al. (2010) studied this question.
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