Stereocontrolled synthesis of (RR)- and (RS)-5-hydroxy-2-methylhexanoic acid lactones : Pheromone of the carpenter bee via palladium-catalyzed reactions |
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Authors: | J E Bckvall S E Bystrm JE Nystrm |
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Institution: | Department of Organic Chemistry, Royal Institute of Technology, S-100 44 Stockholm Sweden |
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Abstract: | (E,Z)-2,4-Hexadiene was transformed to the lactone cis-1 ( 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 ( 91% trans). |
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