Helvetica Chimica Acta p. 733 - 738 (1990)
Update date:2022-08-11
Topics:
Giersch, Wolfgang
Schulte-Elte, Karl H.
Ozonolysis of the easily available monoterpenoids (-)-1 and (+)-1 leads in high yield to the keto-aldehydes (-)-4 and (+)-4, which serve as convenient intermediates for efficient new routes to both optical antipodes of the naturally occuring octene-diol (E)-2 (Monarch butterfly secretion product) and octene-dicarboxylic acid (E)-3 (Callosobruchus chinensis sex pheromone).All steps proceed with almost complete retention of configuration, ensuring the synthesis of the target compounds with high optical purity.
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