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‘Aromatic ring umpolung’, a rapid access to the main core of several natural products
Authors:Kimiaka C Guérard
Institution:Laboratoire de Méthodologie et Synthèse de Produits Naturels, Université du Québec à Montréal, C.P. 8888, Succ. Centre-Ville, Montréal, H3C 3P8 Québec, Canada
Abstract:Treatment of various substituted phenols in the presence of (diacetoxyiodo)benzene promotes the formation of a phenoxenium ion, a very electrophilic species able to react with various nucleophiles leading rapidly to a plethora of different cores present in natural products via several novel oxidative processes. This strategy fits within the concept of ‘aromatic ring umpolung’; in this paper a personal account by our laboratory on this thematic is described.
Keywords:SKPPEIDJGJGRGK-NESZQCPTSA-N  YAAIPCQYJYPITK-NCXUSEDFSA-N  DAHIQPJTGIHDGO-IAGOWNOFSA-N
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