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- W2324101024 abstract "The formal synthesis of (–)-oseltamivir phosphate (Tamiflu<sc> <sup>tm</sup> </sc>) was accomplished starting from (<i>S</i>)-pyroglutamic acid. The synthesis comprised two carbon–carbon bond forming reactions, the first one being a diastereoselective, indium-mediated allylation of a pyroglutamic aldehyde derivative. However, attempts to effect the second carbon–carbon bond formation – cyclohexene ring closure – using an enol-<i>exo</i> aldolization of a dialdehyde resulted in the formation of a product with the opposite regioselectivity. This shortcoming could be overcome by using a reaction sequence of Mannich methylenation/ring-closing metathesis, which provided the desired regioisomer in high yield." @default.
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- W2324101024 date "2012-12-20" @default.
- W2324101024 modified "2023-10-15" @default.
- W2324101024 title "Formal Synthesis of (–)-Oseltamivir Phosphate" @default.
- W2324101024 doi "https://doi.org/10.1055/s-0032-1317948" @default.
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