Chemical Communications

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

JT Malinowski, EJ Malow, JS Johnson

Index: Malinowski, Justin T.; Malow, Ericka J.; Johnson, Jeffrey S. Chemical Communications, 2012 , vol. 48, # 61 p. 7568 - 7570

Full Text: HTML

Citation Number: 4

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.