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Leon E.I.,Institute Productos Naturales Y Agrobioogia Del Csic Carretera | Martin A.,Institute Productos Naturales Y Agrobioogia Del Csic Carretera | Perez-Martin I.,Institute Productos Naturales Y Agrobioogia Del Csic Carretera | Quintanal L.M.,Institute Productos Naturales Y Agrobioogia Del Csic Carretera | Suarez E.,Institute Productos Naturales Y Agrobioogia Del Csic Carretera
European Journal of Organic Chemistry | Year: 2012

A tandem 1,5-, 1,6- or 1,8-intramolecular hydrogen atom transfer (HAT)/intermolecular radical allylation using mono- or (1→4)-O-disaccharide models is described. It is a simple, sequential, stereocontrolled methodology for C-C bond formation by remote free radical functionalization, giving access to interesting carbohydrate structures carrying differently functionalized tethers. A tandem intramolecular hydrogen atom transfer (HAT)/intermolecular radical allylation is described. This process occurs by a completely regio- and stereoselective route that provides a simple methodology for C-C bond formation on remote positions without modifying the remainder of the carbohydrate. © Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

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