Einfache Synthese von 6‐[4‐Methyl‐3‐cyclohexen‐1‐yl]‐hept‐5‐en‐2‐on, einer Vorstufe für α‐Bisabolen und dessen Isopropenyl‐Isomers. Terpene und Terpen‐Derivate, 10. Mitteilung

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Abstract
Simple Synthesis of 6‐[4‐Methyl‐3‐cyclohexen‐1‐yl]‐5‐hepten‐2‐on, a Precursor of α‐Bisabolene and Its Isopropenyl IsomerThe alcohol 14 reacts with vinyl resp isopropenyl ether by Claisen rearrangement to give the aldehyde 16/17 resp. the ketone 3/4. Contrary to other reports this separable (E/Z)‐mixture also occurs as a result of the synthesis following the pathway 7 → 8/9 → 10/11 → 12/13 (see also [2]). The bisabolene isomers 5 resp. 6 are obtained by reaction of 3 resp. 4 with methylidene triphenyl phosphorane. A mixture of 1 and 5. however, is formed from 3 via the alcohol 18 and its acetate 19. Likewise 4 reacts via 20 and 21 to give a (2/6)‐mixture.