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Sonogashira couplings of halo- and epoxy-halo-exo-glycals: Concise entry to carbohydrate-derived enynes

AuthorsGómez, Ana M. ; Barrio, Aitor ; Pedregosa, Ana; Uriel, Clara ; Valverde, Serafín ; López, J. Cristobal
Issue Date2010
PublisherJohn Wiley & Sons
CitationEuropean Journal of Organic Chemistry: 2910- 2920 (2010)
AbstractFuranose- and pyranose-derived mono- and dihalo-exo-glycals undergo Sonogashira coupling reactions in the presence of Pd catalysts to give carbohydrate-derived enynes in a completely stereoselective manner. On the other hand, a furanose-derived 2, 3-anhydrohalo-exo-glycal, available from D-mannose in five steps, undergoes Pd0-catalyzed Sonogashira coupling, leading to 2-deoxyenynes. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA,.
Identifiersdoi: 10.1002/ejoc.201000170
issn: 1434-193X
e-issn: 1099-0690
Appears in Collections:(IQOG) Artículos
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