Brevicomin, the aggregation pheromone of the western pine bark beetle, contains a
Chapter 21, Problem 21.92(choose chapter or problem)
Brevicomin, the aggregation pheromone of the western pine bark beetle, contains a bicyclic bridged ring system and is prepared by the acid-catalyzed cyclization of 6,7-dihydroxy-2-nonanone. a. Suggest a structure for brevicomin. b. Devise a synthesis of 6,7-dihydroxy-2-nonanone from 6-bromo-2-hexanone. You may also use three-carbon alcohols and any required organic or inorganic reagents. Br 6-bromo-2-hexanone O 6,7-dihydroxy-2-nonanone O OH several steps brevicomin H3O+ OH
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