Mechanisms of stereodirecting participation and ester migration from near and far in glycosylation and related reactions
This review is the counterpart of a 2018 Chemical Reviews article (Adero, PO; Amarasekara,
H.; Wen, P.; Bohé, L.; Crich, D. Chem. Rev. 2018, 118, 8242–8284) that examined the …
H.; Wen, P.; Bohé, L.; Crich, D. Chem. Rev. 2018, 118, 8242–8284) that examined the …
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
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 …
Mechanistic Insights into the Gold(I)-Catalyzed Activation of Glycosyl ortho-Alkynylbenzoates for Glycosidation
Anomerization, which involves cleavage and formation of the anomeric C–O bond, is of
fundamental importance in the carbohydrate chemistry. Herein, the unexpected gold (I) …
fundamental importance in the carbohydrate chemistry. Herein, the unexpected gold (I) …
Chiral reagents in glycosylation and modification of carbohydrates
Carbohydrates play a significant role in numerous biological events, and the chemical
synthesis of carbohydrates is vital for further studies to understand their various biological …
synthesis of carbohydrates is vital for further studies to understand their various biological …
Advances in Stereoselective 1,2‐cis Glycosylation using C‐2 Auxiliaries
RA Mensink, TJ Boltje - Chemistry–A European Journal, 2017 - Wiley Online Library
The control of stereoselectivity in a glycosylation reaction remains one of the most
challenging aspects of oligosaccharide synthesis. Especially the synthesis of 1, 2‐cis …
challenging aspects of oligosaccharide synthesis. Especially the synthesis of 1, 2‐cis …
Glycosylation with sulfoxide-based glycosyl donors
P Wu, J Zeng, L Meng, Q Wan - Chemical Communications, 2024 - pubs.rsc.org
Sulfoxides have emerged as pivotal constituents in modern carbohydrate chemistry. As
anomeric leaving groups, sulfinyl moieties may occupy positions directly at the anomeric …
anomeric leaving groups, sulfinyl moieties may occupy positions directly at the anomeric …
Stereoselective assembly of complex oligosaccharides using anomeric sulfonium ions as glycosyl donors
T Fang, KF Mo, GJ Boons - Journal of the American Chemical …, 2012 - ACS Publications
The development of selectively protected monosaccharide building blocks that can reliably
be glycosylated with a wide variety of acceptors is expected to make oligosaccharide …
be glycosylated with a wide variety of acceptors is expected to make oligosaccharide …
Cation clock reactions for the determination of relative reaction kinetics in glycosylation reactions: Applications to gluco-and mannopyranosyl sulfoxide and …
PO Adero, T Furukawa, M Huang… - Journal of the …, 2015 - ACS Publications
The development of a cation clock method based on the intramolecular Sakurai reaction for
probing the concentration dependence of the nucleophile in glycosylation reactions is …
probing the concentration dependence of the nucleophile in glycosylation reactions is …
Preactivation: an alternative strategy in stereoselective glycosylation and oligosaccharide synthesis
L Yang, Q Qin, XS Ye - Asian Journal of Organic Chemistry, 2013 - Wiley Online Library
The multifaceted biological importance of carbohydrates has made them very popular
targets in modern synthetic chemistry. Great progress has been made in stereoselective …
targets in modern synthetic chemistry. Great progress has been made in stereoselective …