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- W3018444185 abstract "Unique bridgehead nitrones, 8-oxa-6-azabicyclo[3.2.1]oct-6-ene 6-oxides, have been assembled diastereoselectively via acetyldihydropyrans, products of one-pot self-organization of two molecules of ketones and two molecules of acetylene, which after oximation undergo acid-catalyzed ring closure. The proposed mechanism includes the enol double-bond protonation, followed by intramolecular cyclization involving the interaction of the carbocation formed with a nitrogen atom. A broad range of substrates tolerate this facile transformation, in which the bridgehead nitrones were isolated in high yields." @default.
- W3018444185 created "2020-05-01" @default.
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- W3018444185 date "2020-04-29" @default.
- W3018444185 modified "2023-09-24" @default.
- W3018444185 title "Oxaazabicyclooctene Oxides, Another Type of Bridgehead Nitrones: Diastereoselective Assembly from Acetylene Gas, Ketones, and Hydroxyl Amine" @default.
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- W3018444185 doi "https://doi.org/10.1021/acs.joc.0c00742" @default.
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