IPy2BF4-Mediated Transformation ofn-Pentenyl Glycosides to Glycosyl Fluorides:  A New Pair of Semiorthogonal Glycosyl Donors

2007 ◽  
Vol 9 (15) ◽  
pp. 2759-2762 ◽  
Author(s):  
J. Cristóbal López ◽  
Clara Uriel ◽  
Alejandra Guillamón-Martín ◽  
Serafín Valverde ◽  
Ana M. Gómez
Keyword(s):  
Pentenyl Glycosides ◽  
Glycosyl Donors

Glycosyl fluorides from n-pentenyl-related glycosyl donors — Application to glycosylation strategies

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

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.

Comparing n-pentenyl orthoesters and n-pentenyl glycosides as alternative glycosyl donors

Tetrahedron ◽  
2002 ◽  
Vol 58 (36) ◽  
pp. 7345-7354 ◽  
Author(s):  
Mateusz Mach ◽  
Urs Schlueter ◽  
Felix Mathew ◽  
Bert Fraser-Reid ◽  
Kevin C Hazen
Keyword(s):  
Pentenyl Glycosides ◽  
Glycosyl Donors

scholarly journals IPy2BF4-Mediated Transformation of n-Pentenyl Glycosides to Glycosyl Fluorides: A New Pair of Semiorthogonal Glycosyl Donors.

ChemInform ◽  
2007 ◽  
Vol 38 (47) ◽  
Author(s):  
J. Cristobal Lopez ◽  
Uriel Clara Uriel Clara ◽  
Alejandra Guillamon-Martin ◽  
Serafin Valverde ◽  
Ana M. Gomez
Keyword(s):  
Pentenyl Glycosides ◽  
Glycosyl Donors

Glycosyldisulfides: a new class of solution and solid phase glycosyl donors

2001 ◽  
pp. 189-190 ◽  
Author(s):  
Benjamin G. Davis ◽  
Sarah J. Ward ◽  
Phillip M. Rendle
Keyword(s):  
Solid Phase ◽  
New Class ◽  
Glycosyl Donors

An Efficient Glycosidation Method Using 2,3-Unsaturated Glycosyl Donors.

ChemInform ◽  
2007 ◽  
Vol 38 (14) ◽  
Author(s):  
Kaname Sasaki ◽  
Shuichi Matsumura ◽  
Kazunobu Toshima
Keyword(s):  
Glycosyl Donors

ChemInform Abstract: Reactions of Difluoroenoxysilanes with Glycosyl Donors: Synthesis of Difluoro-C-glycosides and Difluoro-C-disaccharides.

ChemInform ◽  
2010 ◽  
Vol 33 (10) ◽  
pp. no-no
Author(s):  
Hatice Berber ◽  
Thierry Brigaud ◽  
Olivier Lefebvre ◽  
Richard Plantier-Royon ◽  
Charles Portella
Keyword(s):  
Glycosyl Donors

ChemInform Abstract: Glycosyl Donors in “Unusual” Conformations - Influence on Reactivity and Selectivity

ChemInform ◽  
2011 ◽  
Vol 42 (34) ◽  
pp. no-no
Author(s):  
Christian M. Pedersen ◽  
Lavinia G. Marinescu ◽  
Mikael Bols
Keyword(s):  
Glycosyl Donors
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