Synthesis of 2-Nitroglycals from Glycals Using the Tetrabutylammonium Nitrate–Trifluoroacetic Anhydride–Triethylamine Reagent System and Base-Catalyzed Ferrier Rearrangement of Acetylated 2-Nitroglycals

2013 ◽  
Vol 78 (17) ◽  
pp. 8442-8450 ◽  
Author(s):  
Suresh Dharuman ◽  
Preeti Gupta ◽  
Pavan K. Kancharla ◽  
Yashwant D. Vankar
2019 ◽  
Vol 16 (6) ◽  
pp. 447-453 ◽  
Author(s):  
Leticia Lafuente ◽  
María Florencia Rochetti ◽  
Rodolfo Bravo ◽  
Leandro Sasiambarrena ◽  
Cintia C. Santiago ◽  
...  

Cu-Fe spinels promoted the Ferrier rearrangement of 2-nitroglycals with several O-nucleophiles. 2,3-Unsaturated carbohydrate derivatives were prepared by the reaction of 3,4,6-tri-Oacetyl- 2-nitroglucal and alcohols in the presence of 5 % of CuFe2O4. After separation of the catalyst with an external magnet, the reaction products were obtained in good yields and high stereo and regioselectivity. Also, S- and heterocyclic C-3 substituted 2-nitro-endo-glycals could be prepared by this method.


2017 ◽  
Vol 129 (35) ◽  
pp. 10612-10616 ◽  
Author(s):  
Wei Wu ◽  
Junwen Wang ◽  
Yukang Wang ◽  
Yangjie Huang ◽  
Yingfei Tan ◽  
...  

ChemInform ◽  
2010 ◽  
Vol 29 (31) ◽  
pp. no-no
Author(s):  
M. KAWASE ◽  
M. HIRABAYASHI ◽  
H. KOIWAI ◽  
K. YAMAMOTO ◽  
H. MIYAMAE

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