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- W4308368406 abstract "There is increasing interest in replacement of the planar aromatic rings of drug candidates with three-dimensional caged scaffolds in order to improve the physical properties, but bioisosteres of meta-substituted benzenes have remained elusive. We focused on the bicyclo[3.1.1]heptane (BCH) scaffold as a novel bioisostere of meta-substituted benzenes, anticipating that [3.1.1]propellane (2) would be a versatile precursor of diversely functionalized BCHs. Here, we describe a practical preparative method for [3.1.1]propellane from newly developed 1,5-diiodobicyclo[3.1.1]heptane (1), as well as difunctionalization reactions of 2 leading to functionalized BCHs. We also report postfunctionalization reactions of these products." @default.
- W4308368406 created "2022-11-11" @default.
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- W4308368406 date "2022-11-07" @default.
- W4308368406 modified "2023-10-14" @default.
- W4308368406 title "Practical and Facile Access to Bicyclo[3.1.1]heptanes: Potent Bioisosteres of <i>meta</i>-Substituted Benzenes" @default.
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- W4308368406 doi "https://doi.org/10.1021/jacs.2c09733" @default.
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