Samarium Diiodide-Mediated Reductive Coupling of Epoxides and Carbonyl Compounds: A Stereocontrolled Synthesis of C-Glycosides from 1,2-Anhydro Sugars
2002; Wiley; Volume: 41; Issue: 17 Linguagem: Inglês
10.1002/1521-3773(20020902)41
ISSN1521-3773
AutoresJosé Luis Chiara, Esther Sesmilo,
Tópico(s)Polyamine Metabolism and Applications
ResumoSugar mimics: 1,2-anhydro sugars can be cross-coupled with aldehydes and ketones under very mild conditions and using a wide range of protecting groups to give C-glycosides in good yield in a radical reaction mediated by SmI2 (see scheme; A=no proton source, B=in the presence of water).
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