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- W2951475110 abstract "trans-Diepoxide 1 is well-known to react with aliphatic amines and the azide ion to give exclusively the 1,3-diol products. However, we observed that by judicious choice of conditions, reaction with anilines can give predominantly the 1,3-diol (3) or the heretofore rarely seen Ci-symmetric 1,4-diol (4). Synthesis of an unsymmetrical 1,4-diol from two different anilines is also demonstrated. These studies demonstrate that an intramolecular anilino−NH hydrogen bond donor can direct Fürst−Plattner epoxide opening." @default.
- W2951475110 created "2019-06-27" @default.
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- W2951475110 date "2010-01-12" @default.
- W2951475110 modified "2023-09-23" @default.
- W2951475110 title "Regioselective Synthesis of Aniline-Derived 1,3- and <i>C</i><sub>i</sub>-Symmetric 1,4-Diols from <i>trans</i>-1,4-Cyclohexadiene Dioxide" @default.
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- W2951475110 doi "https://doi.org/10.1021/ol902856b" @default.
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