Ferrier Rearrangement under Nonacidic Conditions Based on Iodonium-Induced Rearrangements of Allylic n-Pentenyl Esters, n-Pentenyl Glycosides, and Phenyl Thioglycosides

1995 ◽  
Vol 60 (12) ◽  
pp. 3851-3858 ◽  
Author(s):  
J. Cristobal Lopez ◽  
Ana M. Gomez ◽  
Serafin Valverde ◽  
Bert Fraser-Reid
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.


ChemInform ◽  
2014 ◽  
Vol 45 (5) ◽  
pp. no-no
Author(s):  
Ana M. Gomez ◽  
Fernando Lobo ◽  
Clara Uriel ◽  
J. Cristobal Lopez

ChemInform ◽  
2016 ◽  
Vol 47 (17) ◽  
Author(s):  
Ziping Cao ◽  
Huaqing Zhang ◽  
Xiaoxiang Zhang ◽  
Ludan Zhang ◽  
Xin Meng ◽  
...  

Tetrahedron ◽  
2009 ◽  
Vol 65 (29-30) ◽  
pp. 5844-5848 ◽  
Author(s):  
Bala Kishan Gorityala ◽  
Rujee Lorpitthaya ◽  
Yaguang Bai ◽  
Xue-Wei Liu

ChemInform ◽  
2009 ◽  
Vol 40 (46) ◽  
Author(s):  
Bala Kishan Gorityala ◽  
Rujee Lorpitthaya ◽  
Yaguang Bai ◽  
Xue-Wei Liu

2003 ◽  
Vol 44 (24) ◽  
pp. 4507-4509 ◽  
Author(s):  
Saibal Kumar Das ◽  
K.Anantha Reddy ◽  
Chandrasekhar Abbineni ◽  
Joyita Roy ◽  
K.V.L.Narasimha Rao ◽  
...  

2013 ◽  
Vol 91 (1) ◽  
pp. 51-65 ◽  
Author(s):  
Bert Fraser-Reid ◽  
J. Cristobal Lopez ◽  
Paloma Bernal-Albert ◽  
Ana M. Gomez ◽  
Clara Uriel ◽  
...  

n-Pentenyl glycosides (NPGs) and n-pentenyl orthoesters (NPOEs) have been transformed into glycosyl fluorides by a variety of methods. In the case of NPGs, Barluenga’s reagent, bis(pyridinium)iodonium(I)tetrafluoroborate (IPy2BF4), gives good yields of glycosyl fluorides when HF–pyridine complex is used as an additional fluoride source. NPOEs can be activated either by a combination of electrophilic iodonium (Barluenga’s reagent) and HBF4 or by the action of HF–pyridine complex. The ensuing glycosyl fluorides form a semiorthogonal pair of glycosyl donors when confronted with NPGs.


2016 ◽  
pp. 210-247 ◽  
Author(s):  
Ana M. Gómez ◽  
Silvia Miranda ◽  
J. Cristobal López

2002 ◽  
pp. 119-119
Author(s):  
Jie Jack Li

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