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- W2227669934 abstract "(–)-panduratin D, isolated from Boesenbergia pandurate, was examined a mild activity against human pancreatic PANC-1 cancer cells under nutrient-deprived conditions. We first synthesized racemic panduratin D from 3-methoxyphenol in 10 steps. The key features included construction of benzofuran system by anionic ortho-Fries rearrangement and Sonogashira coupling annulation of 2-iodo-3-methoxyphenyl diethylcarbamate, directed ortho borate oxidation, alkylation of amide, aldol condensation, as well as Diels-Alder reaction, which established the stereocenter. Later, we tried some enantioselective Diels-Alder reactions expected to afford single enantiomer; we also tried applying hydroxyl-directed alkylation in place of alkylation with nucleophilic alkyl lithium reagent." @default.
- W2227669934 created "2016-06-24" @default.
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- W2227669934 date "2015-01-30" @default.
- W2227669934 modified "2023-09-23" @default.
- W2227669934 title "Total Synthesis of ()-Panduratin D" @default.
- W2227669934 hasPublicationYear "2015" @default.
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