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- W4327573669 abstract "The discovery of illisimonin A in 2017 extended the structural repertoire of the Illicium sesquiterpenoids─a class of natural products known for their high oxidation levels and neurotrophic properties─with a new carbon backbone combining the strained trans-pentalene and norbornane substructures. We report an asymmetric total synthesis of (-)-illisimonin A that traces its tricyclic carbon framework back to a spirocyclic precursor, generated by a tandem-Nazarov/ene cyclization. As crucial link between the spirocyclic key intermediate and illisimonin A, a novel approach for the synthesis of tricyclo[5.2.1.01,5]decanes via radical cyclization was explored. This approach was applied in a two-stage strategy consisting of Ti(III)-mediated cyclization and semipinacol rearrangement to access the natural product's carbon backbone. These key steps were combined with carefully orchestrated C-H oxidations to establish the dense oxidation pattern." @default.
- W4327573669 created "2023-03-17" @default.
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- W4327573669 date "2023-03-16" @default.
- W4327573669 modified "2023-10-10" @default.
- W4327573669 title "Asymmetric Total Synthesis of Illisimonin A" @default.
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- W4327573669 doi "https://doi.org/10.1021/jacs.3c01262" @default.
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