Sulfurylchloride/trifluoromethanesulfonic acid. A novel promoter system for glycoside synthesis using thioglycosides as glycosyl donors

1987 ◽  
Vol 4 (2) ◽  
pp. 117-118 ◽  
Author(s):  
Hans L�nn
Keyword(s):  
Trifluoromethanesulfonic Acid ◽  
Glycoside Synthesis ◽  
Promoter System ◽  
Glycosyl Donors

ChemInform Abstract: Iodine Monochloride/Silver Trifluoromethanesulfonate (ICI/AgOTf) as a Convenient Promoter System for O-Glycoside Synthesis.

ChemInform ◽  
2010 ◽  
Vol 32 (30) ◽  
pp. no-no
Author(s):  
Teddy Ercegovic ◽  
Andreas Meijer ◽  
Goeran Magnusson ◽  
Ulf Ellervik
Keyword(s):  
Iodine Monochloride ◽  
Glycoside Synthesis ◽  
Promoter System

ChemInform Abstract: Nucleophilic C-Glycosyl Donors for C-Glycoside Synthesis

ChemInform ◽  
2010 ◽  
Vol 28 (34) ◽  
pp. no-no ◽  
Author(s):  
J.-M. BEAU ◽  
T. GALLAGHER
Keyword(s):  
Glycoside Synthesis ◽  
Glycosyl Donors

The Selective Activation of Telluro- over Seleno-β-D-glucopyranosides as Glycosyl Donors: a Reactivity Scale for Various Telluro, Seleno and Thio Sugars

1997 ◽  
Vol 50 (3) ◽  
pp. 237 ◽  
Author(s):  
Robert V. Stick ◽  
D. Matthew G. Tilbrook ◽  
Spencer J. Williams
Keyword(s):  
Trifluoromethanesulfonic Acid ◽  
Selective Activation ◽  
The One ◽  
Glycosyl Donors

Phenyl tetra-O-benzoyl-1-telluro-β-D-glucopyranoside, when treated with 1,2:3,4-di-O-isopropylidene-α-D-galactose in the presence of N-iodosuccinimide and trifluoromethanesulfonic acid, immediately forms the expected β-disaccharide derivative. A subsequent experiment involving both a telluroglycoside and a selenoglycoside as donors with the one alcohol acceptor showed complete preference for the telluroglycoside. This result has led to an extension of the investigation to establish a ‘reactivity scale’ for various telluro, seleno and thio sugars.

Synthesis of clustered D-GalNAc (Tn) and D-Galβ(1→3)GalNAc (T) antigenic motifs using a pentaerythritol scaffold

1996 ◽  
Vol 74 (9) ◽  
pp. 1738-1747 ◽  
Author(s):  
Stephen Hanessian ◽  
Dongxu Qiu ◽  
Hubli Prabhanjan ◽  
Gurijala V. Reddy ◽  
Boliang Lou
Keyword(s):  
Key Words ◽  
Carbohydrate Antigens ◽  
Glycoside Synthesis ◽  
Derivatives Of ◽  
Glycosyl Donors

The tris(aminoethyl) and triamino derivatives of pentaerythritol have been used as scaffolds or templates for the attachment of immunologically relevant carbohydrates such as D-Galβ(1→3)GalNAc (T) and GalNAc (Tn), through amide linkages with the respective α-glycolyl and α-N-acetyl-L-serinyl glycosides. These clustered glycosidic motifs are intended as haptens for use in the preparation of tumor specific carbohydrate antigens and vaccines. Key words: glycoside synthesis, 2-thiopyridyl carbonate, glycosyl donors and glycopeptide motifs

Glycoside Synthesis from 1-Oxygen Substituted Glycosyl Donors: Sections 3.3 and 3.4

2008 ◽  
pp. 185-259 ◽  
Author(s):  
Kwan-Soo Kim ◽  
Heung-Bae Jeon ◽  
Seiichi Nakamura ◽  
Hisanori Nambu ◽  
Shunichi Hashimoto
Keyword(s):  
Glycoside Synthesis ◽  
Glycosyl Donors

Iodine Monochloride/Silver Trifluoromethanesulfonate (ICl/AgOTf) as a Convenient Promoter System forO-Glycoside Synthesis

2001 ◽  
Vol 3 (6) ◽  
pp. 913-915 ◽  
Author(s):  
Teddy Ercegovic ◽  
Andreas Meijer ◽  
Göran Magnusson ◽  
Ulf Ellervik
Keyword(s):  
Iodine Monochloride ◽  
Glycoside Synthesis ◽  
Promoter System
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