Structure‐odor relationships of sandalwood odorants: Synthesis of (Z)‐7‐oxa‐β‐santalol
- 1 September 1995
- journal article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 1995 (9) , 1693-1696
- https://doi.org/10.1002/jlac.1995199509235
Abstract
By means of a convergent synthesis strategy, the title substance (Z)‐7‐oxa‐β‐santalol (4) was prepared starting with the side chain synthon 5‐iodo‐2‐methyl‐2‐pentenylmethoxyethoxymethyl ether (7) and the bicyclic synthon ethyl 3‐methylene‐7‐oxabicyclo[2.2.1]hept‐5‐ene‐2‐carboxylate (5). The new santalol analogue 4 is odorless, although the steric requirements for the sandalwood odor are met. The reasons for this are discussed.Keywords
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