Synthesen der stereoisomeren (±)‐γ‐Damascone

Under the conditions of the Wharton reaction, the (±)‐epoxy‐γ‐dihydroionones 2 and 3 are transformed into the allylic alcohols 4–10. γ‐Damascols 4, 5 and 8 were oxidised to cis‐ and trans‐γ‐damascone 12 and 13. Alternatively, dehydro‐γ‐damascol 18 was obtained by Wittig rearrangement of butinyl ether 17, and converted into damascones 12 and 13.