66981-58-6Relevant articles and documents
Gold(III)-catalyzed glycosidations for 1,2- trans and 1,2- cis furanosides
Thadke, Shivaji A.,Mishra, Bijoyananda,Hotha, Srinivas
, p. 7358 - 7371 (2014)
Stereoselective synthesis of furanosides is still a daunting task, unlike the pyranosides, for which several methods exist. Herein, a unified stereoselective strategy for the synthesis of 1,2-trans and 1,2-cis furanosides is revealed for seven out of eight possible isomers of pentoses. The identified protocol gives access to diastereoselective synthesis of α- and β-araf, ribf, lyxf, and α-xylf furanosides. 1,2-trans glycosides were synthesized by the use of propargyl 1,2-orthoesters under gold-catalyzed glycosidation conditions, and subsequently, they are converted into 1,2-cis glycosides through oxidation-reduction as the key functional group transformation. All the reactions are found to be fully diastereoselective, mild, and high yielding.
The synthesis of 3-phenyl-4-(β- and -α-D-ribofuranosyl)pyrazole and the configuration of C-ribosylethynyl derivatives
Hamamichi,Miyasaka,Arakawa
, p. 898 - 907,902,906 (2007/10/09)
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