The racemic sesquiterpene isocomene ( 1 ) has been synthesized starting from 1,7‐octadien‐3‐one ( 2 ) in a stereoselective manner (Scheme 2) . In the key step 4 → 5 the C(7), C(8)‐bond was formed by an intramolecular thermal ene reaction. Further elaboration of 5 involved the ring contraction 6 → 7 , the elimination 8 → 9 and the final olefin isomerization 9 → 1 .
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Oppolzer et al. (1979) studied this question.
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