Advances in glycoside and oligosaccharide synthesis

CJ Crawford, PH Seeberger - Chemical Society Reviews, 2023 - pubs.rsc.org
The structural complexity of glycans poses a serious challenge in the chemical synthesis of
glycosides, oligosaccharides and glycoconjugates. Glycan complexity, determined by …

Thioglycosides in carbohydrate research

G Lian, X Zhang, B Yu - Carbohydrate research, 2015 - Elsevier
The promoters that have been developed for the glycosidation of alkyl/aryl 1-thioglycosides,
the applications of thioglycosides in the synthesis of glycans and glycoconjugates, and the …

1-Benzenesulfinyl piperidine/trifluoromethanesulfonic anhydride: a potent combination of shelf-stable reagents for the low-temperature conversion of thioglycosides to …

D Crich, M Smith - Journal of the American Chemical Society, 2001 - ACS Publications
The combination of 1-benzenesulfinyl piperidine (BSP) and trifluoromethanesulfonic
anhydride (Tf2O) forms a new, powerful, metal-free thiophile that can readily activate both …

Ph2SO/Tf2O:  a Powerful Promotor System in Chemoselective Glycosylations Using Thioglycosides

JDC Codée, REJN Litjens, R den Heeten… - Organic …, 2003 - ACS Publications
Diphenylsulfoxide in combination with triflic anhydride provides a very potent thiophilic
glycosylation promotor system, capable of activating disarmed thioglycosides. The …

Recent developments in oligosaccharide synthesis

BG Davis - Journal of the Chemical Society, Perkin Transactions 1, 2000 - pubs.rsc.org
Recent developments in oligosaccharide synthesis - Journal of the Chemical Society, Perkin
Transactions 1 (RSC Publishing) DOI:10.1039/A809774G Royal Society of Chemistry View …

1, 2-cis O-Glycosylation: methods, strategies, principles

AV Demchenko - Current organic chemistry, 2003 - ingentaconnect.com
The aim of this review is to discuss the accomplishments made in the area of the
stereoselective formation of a 1, 2-cis glycosidic bond. Importance of this subject derives …

Iodine: a versatile reagent in carbohydrate chemistry IV. Per-O-acetylation, regioselective acylation and acetolysis

KPR Kartha, RA Field - Tetrahedron, 1997 - Elsevier
Iodine has been found to be an effective Lewis acid for promoting the per-O-acetylation of
unprotected sugars. Under controlled conditions it can bring about regioselective acylation …

Stereoselective chemical 1, 2-cis O-glycosylation: from 'sugar ray'to modern techniques of the 21st century

AV Demchenko - Synlett, 2003 - thieme-connect.com
Thieme E-Journals - Synlett / Full Text DE EN Home Products Journals Books Book Series
Service Library Service Help Contact Portal SYNLETT Full-text search Full-text search Author …

Iodine-catalyzed transformation of molecules containing oxygen functional groups

M Jereb, D Vražič, M Zupan - Tetrahedron, 2011 - Elsevier
Iodine has been attracting much attention since its discovery in 1811. It is the weakest
oxidizer among the halogens and a poor electrophile that often needs the assistance of a …

Chemoselective glycosylations using sulfonium triflate activator systems

JDC Codée, LJ van den Bos, REJN Litjens… - Tetrahedron, 2004 - Elsevier
A novel chemoselective glycosylation sequence is described that employs the recently
developed BSP/Tf2O and DPS/Tf2O reagent systems to activate thioglycosides. In the first …