Sex pheromones of the moth, Archips podana: isolation, identification and field evaluation of two synergistic geometrical isomers

By means of analytical and electroantennogram methods, cis-11-and trans-11-tetradecenyl acetate have been isolated and identified as the sex pheromones of the fruit tree tortrix moth, Archips podana. In contrast to the single compounds, mixtures in a ratio of about 1 : 1 are highly attractive to male moths in field experiments.     

Reaction of methyl β-d-glycero-l-manno-heptopyranoside with cyclohexanone: Synthesis of the 4- and 6-methyl ethers of d-glycero-l-manno-heptitol

Acid-catalysed condensation of methyl β-d-glycero-l-manno-heptopyranoside with cyclohexanone yielded an approximately 3:1 mixture of the 2,3:6,7- and 2,3:4,7-di-O-cyclohexylideneheptosides (1 and 2), which could be separated either as their benzoates (3 and 4) or as their methyl ethers (5 and 6). The latter compounds afforded the 4- and 6-methyl ethers (7 and 8) of d-glycero-l-manno-heptitol.