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- W2034826054 endingPage "5349" @default.
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- W2034826054 abstract "Steroid hormones play significant roles in both worms and mammalians. (25S)-Δ7-Dafachronic acid (Δ7-DA, 1) is a member of the dafachronic acid hormonal series that regulates both development and lifespan of C. elegans. Despite its importance, effective tools for the illumination of its mode of action are lacking. Herein, we report an efficient synthesis of trideuterated Δ7-DA, [5,24,25-D3]-(25S)-Δ7-dafachronic acid ([D3]-Δ7-DA, 2), as a useful chemical tool for subsequent biological studies. Key steps for this bioinspired synthesis approach include site-selective aliphatic CH oxidation mediated by methyl(trifluoromethyl)dioxirane (TFDO), and the iridium/phosphine-oxazoline-catalyzed late-stage asymmetric deuterium reduction." @default.
- W2034826054 created "2016-06-24" @default.
- W2034826054 creator A5001443017 @default.
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- W2034826054 creator A5062310761 @default.
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- W2034826054 date "2015-02-20" @default.
- W2034826054 modified "2023-10-09" @default.
- W2034826054 title "Site-Selective and Metal-Free Aliphatic CH Oxidation Enabled Synthesis of [5,24,25-D3]-(25S)-Δ7-Dafachronic acid" @default.
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- W2034826054 doi "https://doi.org/10.1002/chem.201500324" @default.
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