Direct Chemical Method for Preparing 2,3-Epoxyamides Using Sodium Chlorite
作者： Lilia Fuentes , Urbano Osorio , Leticia Quintero , Herbert Höpfl , Nixache Vázquez-Cabrera
DOI: 10.1021/JO300542D
关键词:
摘要: A direct method for preparing 2,3-epoxyamides from tertiary allylamines via a tandem C–H oxidation/double bond epoxidation using sodium chlorite is reported. Apparently, the reaction course consists of two steps: (i) allylic oxidation starting allylamine to corresponding unsaturated allylamide with followed by (ii) 2,3-epoxyamide mediated hypochlorite ion, which formed in situ reduction chlorite. The conditions tolerate presence free hydroxyl groups and typical functional such as TBS, aryl, alkyl, allyl, acetyl, benzyl groups; however, when an activated aromatic ring (e.g., sesamol) present substrate, use scavenger necessary.
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