Abstract
(±)-Yellow scale pheromone 1 has been synthesized via the route illustrated in Scheme 1. The [3,3]sigmatropic ring expansion of 8-membered thionocarbonate 4 exclusively produced the (Z)-10-membered thiolcarbonate 3, which was transformed via three steps to the intermediate 2 with all the necessary carbon atoms for the pheromone. Reductive removal of the SCO moiety in 2 followed by acetylation gave 1.
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