2-Nitroethenylbenzenes as natural products in millipede defense secretions

  title={2-Nitroethenylbenzenes as natural products in millipede defense secretions},
  author={Yasumasa Kuwahara and Hisashi {\^O}mura and Tsutomu Tanabe},
Abstract. The white millipede Eucondylodesmus elegans Miyosi (Polydesmida: Doratodesmidae) secretes odoriferous droplets from the glands on both lateral surfaces of its body segments. The secretion was shown to be composed of a mixture of (1E)- and (1Z)-2-nitroethenylbenzenes (2–3 µg per millipede), identified by GC/MS analyses and synthesis. This is the first identification of these compounds as natural products. A granulated sugar block baited with the synthetic compound (more than 0.71 µg… 

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Nitroalkenes have proven to be valuable precursors to a wide variety of target molecules. Several reviews have focused on aliphatic nitro compounds which also encompass nitroalkenes. A few highly