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Intramolecular 1,5-hydrogen atom transfer reaction promoted by phosphoramidyl and carbamoyl radicals: synthesis of 2-amino-C-glycosides
Authors:Cosme G Francisco
Institution:Instituto de Productos Naturales y Agrobiología del CSIC, Carretera de La Esperanza 3, 38206 La Laguna, Tenerife, Spain
Abstract:The preparation of 2-amino-C-glycosides of the hexahydro-2H-furo3,2-b]pyrrole and octahydropyrano3,2-b]pyrrole systems is described. A tandem 1,5-hydrogen atom transfer-radical oxidation-nucleophilic cyclisation mechanism is proposed for the intramolecular hydrogen atom transfer reaction promoted by carbamoyl and phosphoramidyl radicals employing hipervalent iodine oxidants.
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