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Stereocontrolled synthesis of (RR)- and (RS)-5-hydroxy-2-methylhexanoic acid lactones : Pheromone of the carpenter bee via palladium-catalyzed reactions
Authors:J E Bckvall    S E Bystrm  JE Nystrm
Institution:

Department of Organic Chemistry, Royal Institute of Technology, S-100 44 Stockholm Sweden

Abstract:(E,Z)-2,4-Hexadiene was transformed to the lactone cis-1 ( much greater-than 93% cis)(pheromone of the carpenter bee) in a stereospedfic reaction sequence via a Pd-calalyzed 1,4-acetoxychlorination. The same reaction sequence applied to (E,E)-2,4-hexadiene afforded the isomeric lactone trans-1 (much greater-than91% trans).
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