The Experimental Evidence in Support of Glycosylation Mechanisms at the SN1–SN2 Interface
A critical review of the state-of-the-art evidence in support of the mechanisms of
glycosylation reactions is provided. Factors affecting the stability of putative oxocarbenium …
glycosylation reactions is provided. Factors affecting the stability of putative oxocarbenium …
Mechanisms of glycosylation reactions studied by low-temperature nuclear magnetic resonance
TG Frihed, M Bols, CM Pedersen - Chemical reviews, 2015 - ACS Publications
Synthesis of oligosaccharides has, for the past couple of decades, been greatly improved by
new methods and the ongoing development of new technologies, such as automation in …
new methods and the ongoing development of new technologies, such as automation in …
The influence of acceptor nucleophilicity on the glycosylation reaction mechanism
A set of model nucleophiles of gradually changing nucleophilicity is used to probe the
glycosylation reaction mechanism. Glycosylations of ethanol-based acceptors, bearing …
glycosylation reaction mechanism. Glycosylations of ethanol-based acceptors, bearing …
Automated quantification of hydroxyl reactivities: Prediction of glycosylation reactions
The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable.
We have developed a database of acceptor nucleophilic constants (Aka) to quantify the …
We have developed a database of acceptor nucleophilic constants (Aka) to quantify the …
Defining the SN1 Side of Glycosylation Reactions: Stereoselectivity of Glycopyranosyl Cations
T Hansen, L Lebedel, WA Remmerswaal… - ACS central …, 2019 - ACS Publications
The broad application of well-defined synthetic oligosaccharides in glycobiology and
glycobiotechnology is largely hampered by the lack of sufficient amounts of synthetic …
glycobiotechnology is largely hampered by the lack of sufficient amounts of synthetic …
A propos of glycosyl cations and the mechanism of chemical glycosylation; the current state of the art
L Bohé, D Crich - Carbohydrate research, 2015 - Elsevier
An overview of recent advances in glycosylation with particular emphasis on mechanism is
presented. The mounting evidence for both the existence of glycosyl oxocarbenium ions as …
presented. The mounting evidence for both the existence of glycosyl oxocarbenium ions as …
Recent Advances in Stereoselective Chemical O-Glycosylation Reactions
Carbohydrates involving glycoconjugates play a pivotal role in many life processes. Better
understanding toward glycobiological events including the structure–function relationship of …
understanding toward glycobiological events including the structure–function relationship of …
Highly Stereoselective β‐Mannopyranosylation via the 1‐α‐Glycosyloxy‐isochromenylium‐4‐gold (I) Intermediates
Y Zhu, B Yu - Chemistry–A European Journal, 2015 - Wiley Online Library
While the gold (I)‐catalyzed glycosylation reaction with 4, 6‐O‐benzylidene tethered
mannosyl ortho‐alkynylbenzoates as donors falls squarely into the category of the Crich …
mannosyl ortho‐alkynylbenzoates as donors falls squarely into the category of the Crich …
Synthesis of l-Hexoses
TG Frihed, M Bols, CM Pedersen - Chemical reviews, 2015 - ACS Publications
In this review we focus on the synthesis of compounds that are the rare antipodes of
common hexoses. Therefore, we only cover L-aldohexoses, 2-keto-L-hexoses, and 6-deoxy …
common hexoses. Therefore, we only cover L-aldohexoses, 2-keto-L-hexoses, and 6-deoxy …
Probing the Influence of a 4,6-O-Acetal on the Reactivity of Galactopyranosyl Donors: Verification of the Disarming Influence of the trans–gauche Conformation of C5 …
M Moumé-Pymbock, T Furukawa… - Journal of the …, 2013 - ACS Publications
The effect of a 4, 6-O-alkylidene acetal on the rate of acid-catalyzed hydrolysis of methyl
galactopyranosides and of spontaneous hydrolysis of 2, 4-dinitrophenyl galactopyranosides …
galactopyranosides and of spontaneous hydrolysis of 2, 4-dinitrophenyl galactopyranosides …