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Efficient cleavage of the N-O bond of 3,6-dihydro-1,2-oxazines mediated by some alpha-hetero substituted carbonyl compounds in mild conditions
Authors:Galvani Gilles  Calvet Géraldine  Blanchard Nicolas  Kouklovsky Cyrille
Institution:Laboratoire de Procédés et Substances Naturelles, ICMMO-UMR 8182, Batiment 410-Université Paris-Sud XI, 15 rue Georges Clémenceau, 91405 Orsay Cedex, France.
Abstract:The efficient cleavage of the N-O bond of some nitroso Diels-Alder cycloadducts has been achieved in mild conditions, mediated either by 2,2-dimethyl-1,3-dioxan-5-one or 1,3-dithiolane-2-carboxaldehyde. These new and purely organic conditions allow an excellent tolerance with respect to many functional groups that would have been affected by previous reductive cleavage conditions.
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