Alkylation epoxide rearrangement. Application to stereoselective synthesis of chiral pheromone epoxides. |
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Affiliation: | 1. Department of Chemistry, Maynooth University, Maynooth, Co. Kildare, Ireland;2. Department of Biology, Maynooth University, Maynooth, Co. Kildare, Ireland;3. Department of Microbiology, Pharmacy College, Zawia University, Zawia, Libya;1. Faculty of Materials Science and Engineering, South China University of Technology,381 Wushan Road, Guangzhou 510640, People’s Republic of China;2. Institute of Chemistry, University of Potsdam, Karl-Liebknecht-Str. 24-25, 14476 Potsdam, Germany;1. School of Chemical Sciences, National Institute of Science Education and Research (NISER), Bhubaneswar 752050, India;2. Homi Bhabha National Institute, Mumbai, India |
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Abstract: | An approach is described for the stereospecific conversion of threo and erythro 1,2-epoxy-3-alkanol tosylates to cis and trans internal epoxides, respectively. The method is illustrated by the synthesis of chiral epoxides, including insect pheromones. |
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