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Malinowski JT, Malow EJ, Johnson JS. α-Amination of keto-nitrones via multihetero-Cope rearrangement employing an imidoyl chloride reagent. Chem Commun (Camb). 2012;48(61):7568-70doi: 10.1039/c2cc33401a.
Malinowski, J. T., Malow, E. J., & Johnson, J. S. (2012). α-Amination of keto-nitrones via multihetero-Cope rearrangement employing an imidoyl chloride reagent. Chemical communications (Cambridge, England), 48(61), 7568-70. https://doi.org/10.1039/c2cc33401a
Malinowski, Justin T, et al. "α-Amination of keto-nitrones via multihetero-Cope rearrangement employing an imidoyl chloride reagent." Chemical communications (Cambridge, England) vol. 48,61 (2012): 7568-70. doi: https://doi.org/10.1039/c2cc33401a
Malinowski JT, Malow EJ, Johnson JS. α-Amination of keto-nitrones via multihetero-Cope rearrangement employing an imidoyl chloride reagent. Chem Commun (Camb). 2012 Aug 07;48(61):7568-70. doi: 10.1039/c2cc33401a. Epub 2012 Jun 26. PMID: 22733086; PMCID: PMC3545407.
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Chem Commun (Camb). 2012 Aug 07;48(61):7568-70. doi: 10.1039/c2cc33401a. Epub 2012 Jun 26.

α-Amination of keto-nitrones via multihetero-Cope rearrangement employing an imidoyl chloride reagent.

Chemical communications (Cambridge, England)

Justin T Malinowski, Ericka J Malow, Jeffrey S Johnson

Affiliations

  1. Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.

PMID: 22733086 PMCID: PMC3545407 DOI: 10.1039/c2cc33401a

Abstract

α-Aminations of ketone-derived nitrones have been developed via [3,3]-rearrangement of the intermediates generated upon condensation with imidoyl chlorides. Careful reagent selection provides synthetically attractive amino protecting groups. The enediamide or α'-carbamoyl enamide products can be hydrolyzed to the desired carbonyl, or exposed to electrophiles for further α-functionalization.

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