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- W4283584414 abstract "A Ni-catalyzed (4 + 2) cycloaddition of bicyclic 3-azetidinones and alkynes was developed to access indolizidine and quinolizidine alkaloids. A key element was the development of a diazomethylation procedure that allows the efficient synthesis of bicyclic azetidinones from pyroglutamic and 6-oxopiperidine-2-carboxylic acid. A ligand screening led to improved regioselectivity and enantiopurity during the Ni-catalyzed (4 + 2) cycloaddition. This straightforward methodology was leveraged to synthesize (+)-ipalbidine, (+)-septicine, (+)-seco-antofine, and (+)-7-methoxy-julandine." @default.
- W4283584414 created "2022-06-28" @default.
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- W4283584414 date "2022-06-27" @default.
- W4283584414 modified "2023-09-28" @default.
- W4283584414 title "Improved Total Synthesis of Indolizidine and Quinolizidine Alkaloids via Nickel-Catalyzed (4 + 2) Cycloaddition" @default.
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- W4283584414 doi "https://doi.org/10.1021/acs.joc.2c00365" @default.
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