Combined effect of the picoloyl protecting group and triflic acid in sialylation
S Escopy, SA Geringer, C De Meo - Organic letters, 2017 - ACS Publications
The stereoselective synthesis of sialosides is still one of the major challenges in
carbohydrate chemistry. The synthesis and glycosidation of novel sialyl donors bearing a …
carbohydrate chemistry. The synthesis and glycosidation of novel sialyl donors bearing a …
Comparative study on the effects of picoloyl groups in sialylations based on their substitution pattern
B Jones, A Behm, M Shadrick… - The Journal of …, 2019 - ACS Publications
A novel 8-O-picoloylated sialyl donor has been developed, and the performance of various
picoloylated sialyl donors in glycosylations with primary glycosyl acceptors has been …
picoloylated sialyl donors in glycosylations with primary glycosyl acceptors has been …
Solvent effect in the synthesis of sialosyl α (2–6) galactosides: is acetonitrile the only choice?
C De Meo, M Farris, N Ginder, B Gulley… - 2008 - Wiley Online Library
In spite of notable achievements for the synthesis of α‐sialosides that have been made in
the past decades, sialylation reactions often require low temperatures (–40 to–78° C) and …
the past decades, sialylation reactions often require low temperatures (–40 to–78° C) and …
Selective α-sialylation
H Ando, M Kiso - Glycoscience, 2008 - ui.adsabs.harvard.edu
Chemical construction of a α-glycoside of sialic acid is a demanding subject due to the
structural disadvantages of sialic acid: the carboxylate group at C1, the deoxy moiety …
structural disadvantages of sialic acid: the carboxylate group at C1, the deoxy moiety …
How O-substitution of sialyl donors affects their stereoselectivity
HD Premathilake, CP Gobble, P Pornsuriyasak… - Organic …, 2012 - ACS Publications
The profound effect of substituents at C-5 of glycosyl sialosides on their stereoselectivity is
well-known although the exact nature of this effect is somewhat less understood. Presented …
well-known although the exact nature of this effect is somewhat less understood. Presented …
Donor‐Reactivity‐Controlled Sialylation Reactions
KH Asressu, CW Chang, S Lam… - European Journal of …, 2021 - Wiley Online Library
Although tremendous efforts have been made for the efficient preparation of sialosides,
controlling the stereochemical outcome of sialylation reaction still remains one of the most …
controlling the stereochemical outcome of sialylation reaction still remains one of the most …
Recent developments of highly selective sialylation
B Sun - Current Organic Chemistry, 2016 - ingentaconnect.com
Sialic acids usually occur as glycosides of functional glycoconjugates such as
glycoprooteins and glycolips, that are involved in a wide range of biological phenomena, for …
glycoprooteins and glycolips, that are involved in a wide range of biological phenomena, for …
Advanced chemical methods for stereoselective sialylation and their applications in sialoglycan syntheses
AM Vibhute, N Komura, HN Tanaka… - The Chemical …, 2021 - Wiley Online Library
Sialic acid is an important component of cell surface glycans, which are responsible for
many vital body functions and should therefore be thoroughly studied to understand their …
many vital body functions and should therefore be thoroughly studied to understand their …
[引用][C] Highly alpha‐selective sialyl phosphate donors for efficient preparation of natural sialosides
CH Hsu, KC Chu, YS Lin, JL Han… - … A European Journal, 2010 - Wiley Online Library
N-Acetyl neuraminic acid (Neu5Ac) is most frequently found at the terminal end of
glycoconjugates on the cell surface. This terminally exposed position allows Neu5Ac …
glycoconjugates on the cell surface. This terminally exposed position allows Neu5Ac …
The α‐Glycosidation of Partially Unprotected N‐Acetyl and N‐Glycolyl Sialyl Donors in the Absence of a Nitrile Solvent Effect
T Aoyagi, S Ohira, S Fuse, J Uzawa… - … A European Journal, 2016 - Wiley Online Library
The synthesis of α‐sialosides is one of the most difficult reactions in carbohydrate chemistry
and is considered to be both a thermodynamically and kinetically disfavored process. The …
and is considered to be both a thermodynamically and kinetically disfavored process. The …