Summary
The biosynthetic conversion of a pyrrolizidine alkaloid (heliotrine,IV) to a male moth pheromone (hydroxydanaidal,III) is found to proceed with inversion of configuration at the remaining asymmetric center (C-7).
References
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Quantitative data: Boppré, M., and Schneider, D., manuscript in preparation.
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Acknowledgments. The partial support of this research by a grant from the N.I.H. (AI-12020) and by the Deutsche Forschungsgemeinschaft (SFB4-B6) is acknowleded with pleasure.
Please address correspondence regarding the chemical aspects of this communication to either T.W. Bell (Stony Brook) or J. Meinwald (Ithaca); inquiries regarding biological aspects should be sent to M. Boppré (Regensburg) or D. Schneider (Seewiesen).
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Bell, T.W., Boppré, M., Schneider, D. et al. Stereochemical course of pheromone biosynthesis in the arctiid moth,Creatonotos transiens. Experientia 40, 713–714 (1984). https://doi.org/10.1007/BF01949738
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DOI: https://doi.org/10.1007/BF01949738