Janus integer

JR,9Z)-9-Octadecen-4-olide (30) is the female pheromone of the currant stem girdler (currant sawfly, Janus integer). Both the enantiomers of 30 were synthesized as summarized in Scheme 44 [69]. Lipase-catalyzed asymmetric acetylation of ( )-A was the key-step to give unreacted CR)-A and acetylated (S)-B. 

Janus integer APOIDEA CW Produced only in females and antennally active only in males (9Z)-Octadec-9-en-4-olide 7 [33]... 

Volatiles and cuticular extracts from both sexes of the currant stem girdler, Janus integer, were analyzed by GC-EAD using antenna ofboth sexes. A female specific compound, (9Z)-octadec-9-en-4-olide 7, was identified as active only on male antennas [33]. Separation by chiral GC has shown that only one enantiomer is produced in females. The synthesis ofboth enantiomers has recently been described [34] and the field testing results are forthcoming. 

A lactone, (2 )-9-octadecen-4-olide, has been identified as a female specific antennally active compound from the currant stem girdler, Janus integer Norton (Hymenoptera Cephidae). Comparison of the y-lactone and a synthesized racemic mixture of (2 )-9-octadecen-4-olide on a chiral GC column showed the presence of a single component in the natural material. ... 

Currant stem girdler, Janus integer Norton (Hymenoptera ... 

R,9Z)-oetadec- 9-en-4-olide Currant stem girdler (Janus integer) Fs Sharpless asymmetric dihydroxylation and Jacobsen hydrolytic kinetic resolution (HKRL [204]... 

R.l)Z)-9-C )eUidecen-4-ol ide Currant suwlly (Janus integer) is Lipase-catalyzed asymmetric acetylation [I76 ... 

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