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Absolute configuration of glycosyl sulfoxides
Authors:Carlos A Sanhueza  Ander C Arias  Rosa L Dorta  Jesús T Vázquez
Institution:Instituto Universitario de Bio-Orgánica ‘Antonio González’, Departamento de Química Orgánica, Universidad de La Laguna, 38206 La Laguna, Tenerife, Spain
Abstract:A series of alkyl glycosyl sulfoxides were synthesized and analyzed by NMR and CD. The study of the configuration of the sulfur atom revealed several types of spectroscopic behavior that can be used as a criterion for this purpose. The study also pointed to CD as the preferential technique, showing clear advantages over NMR methods. A general rule for determining the absolute configuration of glycosyl sulfoxides by CD is proposed.
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