Phragmatobia fuliginosa

Z,9S,10i )-9,10-Epoxyhenicos-6-ene (13) is the female sex pheromone of moths such as ruby tiger moth (Phragmatobia fuliginosa)y fruit-piercing moth Oraesia excavata)y and painted apple moth Teia anartoides). Scheme 23 summarizes Shi s synthesis of 13 based on Sharpless asymmetric dihydroxylation (AD) [36]. Mori synthesized 13 employing lipase to prepare A (Scheme 24) [37]. Alkylation of the acetylide anion C was possible neither with tosylate nor with iodide, but triflate B could alkylate C to give D. 

Phragmatobia fuliginosa (L.) Polyphagous Larva Danaidal, hodal Abdominal (4) coremata Krasnoff el al., 1987 Krasnoff and Roelofs, 1989, 1990 von Nickisch-Rosenegk and Wink, 1993... 

Krasnoff, S. B. and Roelofs, W. L. (1989). Quantitative and qualitative effects of larval diet on male scent secretions of Estigmene acrea, Phragmatobia fuliginosa, and Pyrrharctia isabella (Lepidoptera Arctiidae). Journal of Chemical Ecology 15 1077-1093. 

Evolutionary trends in the male pheromone systems of arctiid moths evidence from studies of courtship in Phragmatobia fuliginosa and Pyrrharctia isabella (Lepidoptera Arctiidae). Zoological Journal of the Linnaean Society 99 319-338. 

Soulie, J., Boyer, T. and Lallemand, J.-Y. (1995a). Access to unsaturated chiral epoxides. Part II. Synthesis of a component of the sex pheromone of Phragmatobia fuliginosa. Tetrahedron Asymmetry, 6,625-636. 

Figure 3.24 The hydrocarbon pheromone o/Phragmatobia fuliginosa, and the known...

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