Oxidation of bis-sulfinyl carbanions as the pivot of ionic/radical tandem reactions - 21/01/16
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Abstract |
[1,4]-additions of various nucleophiles such as lithiated carbamates, alkoxides or ester enolates onto enantiopure alkylidene bis-sulfoxides proceed with high diastereoselectivity. The oxidation of the resulting carbanions with iron(III) salts induces the radical cyclizations onto alkenes with a high diastereoselectivity leading to enantiopure carbo- or heterocycles. Moreover, allylic radicals have been generated by deprotonation or [1,6]-conjugate addition from alkylidene bis-sulfoxides followed by oxidation.
Le texte complet de cet article est disponible en PDF.Keywords : Red-ox, Tandem, Radical, Alkylidene bis-sulfoxide, Conjugate addition
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