Four-step synthesis of the antimalarial cardamom peroxide via an oxygen stitching strategy
Journal of the American Chemical Society, ISSN: 1520-5126, Vol: 136, Issue: 14, Page: 5287-5290
2014
- 66Citations
- 103Captures
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Example: if you select the 1-year option for an article published in 2019 and a metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019. If you select the 3-year option for the same article published in 2019 and the metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019, 2018 and 2017.
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Metrics Details
- Citations66
- Citation Indexes66
- 66
- CrossRef62
- Captures103
- Readers103
- 103
Article Description
A four-step synthesis of the antimalarial terpene cardamom peroxide, a 1,2-dioxepane-containing natural product, is reported from (-)-myrtenal and molecular oxygen. This highly concise route was guided by biosynthetic logic and enabled by an unusual manganese-catalyzed, tandem hydroperoxidation reaction. The absolute configuration of the cardamom peroxide is reported, and its mode of fragmentation following Fe(II)-mediated endoperoxide reduction is established. These studies reveal the generation of reactive intermediates distinct from previously studied endoperoxide natural products. © 2014 American Chemical Society.
Bibliographic Details
American Chemical Society (ACS)
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