C-C bond formation by sequential intramolecular hydrogen atom transfer/intermolecular radical allylation reaction in carbohydrate systems

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.

Bibliographic Details

Main Authors:	León, Elisa I., Martín, Ángeles, Pérez-Martín, Inés, Quintanal, Luís M., Suárez, Ernesto
Other Authors:	Gobierno de Canarias
Format:	artículo biblioteca
Published:	Wiley-VCH 2012-05-31
Subjects:	Carbohydrates, Radical reactions, Hydrogen transfer, Radical all­ylation, C–C coupling,
Online Access:	http://hdl.handle.net/10261/199384 http://dx.doi.org/10.13039/501100004837
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