Abstract
The seminal mechanistic and synthetic investigations of Hoppe,1 Hoffmann,2 and Gawley3 on the [1.2]-Wittig rearranagement of benzyl O-carbamates (Scheme 1) as well as the conceptual framework of the Complex Induced Proximity Effect (CIPE) championed by Beak and Meyers4 and Klumpp5 stimulated activity in our laboratories aimed to develop new methods for the regioselective construction of polysubstituted aromatics. Following the discovery of the anionic ortho-Fries rearrangement, the Directed remote Metalation (DreM) process was uncovered in the biaryl amide and O-carbamate series.6 Although the homologus anionic Fries rearrangement was observed as early as 1985,7 the generalization and application was questioned only recently.8 A sequel query was the potential success of the carbamate equivalent of the Baker-Venkataraman reaction.
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References
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© 1999 Springer Science+Business Media New York
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Snieckus, V. (1999). Sight-Seeing the Metalated Flatlands. Carbanion- Mediated Strategies for Synthetic Aromatic Chemistry. In: Scolastico, C., Nicotra, F. (eds) Current Trends in Organic Synthesis. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-4801-0_17
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DOI: https://doi.org/10.1007/978-1-4615-4801-0_17
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