Cooperative Bifurcated Chalcogen Bonding and Hydrogen Bonding as Stereocontrolling Elements for Selective Strain-Release Septanosylation

W Ma, JL Kirchhoff, C Strohmann… - Journal of the …, 2023 - ACS Publications
The exploitation of noncovalent interactions (NCIs) is emerging as a vital handle in tackling
broad stereoselectivity challenges in synthesis. In particular, there has been significant …

Glycosides for peripheral neuropathic pain: a potential medicinal components

MM Tian, YX Li, S Liu, CH Zhu, XB Lan, J Du, L Ma… - Molecules, 2021 - mdpi.com
Neuropathic pain is a refractory disease that occurs across the world and pharmacotherapy
has limited efficacy and/or safety. This disease imposes a significant burden on both the …

Interplay of protecting groups and side chain conformation in glycopyranosides. Modulation of the influence of remote substituents on glycosylation?

S Dharuman, H Amarasekara… - The Journal of Organic …, 2018 - ACS Publications
The synthesis and conformational analysis of a series of phenyl 2, 3, 6-tri-O-benzyl-β-d-thio
galacto-and glucopyranosides and their 6 S-deuterio isotopomers, with systematic variation …

Display of Rich Reactivities of Endo‐ and Exocyclic Unsaturated Sugars that Parallel the Native Sugars

N Jayaraman - The Chemical Record, 2021 - Wiley Online Library
Unsaturated monosaccharides expand the scope of reactivities in a sugar, directly leading to
the development of newer methodologies, molecular structures and functional entities. The …

Protecting group enabled stereocontrolled approach for rare-sugars talose/gulose via dual-ruthenium catalysis

M Kumar, N Kumar, A Gurawa, S Kashyap - Carbohydrate Research, 2023 - Elsevier
We herein report a convenient and highly stereocontrolled approach for rare and vital ᴅ-talo
and ᴅ-gulo sugars directly from economical ᴅ-galactal through dual ruthenium-catalysis …

Advancements in synthetic and structural studies of septanoside sugars

S Dey, GC Samanta, N Jayaraman - Recent Trends in Carbohydrate …, 2020 - Elsevier
Seven-membered cyclic sugars are known as septanoses and septanosides. Whereas
furanose and pyranose structures represent the known naturally available sugars, the seven …

Synthesis of glycoimmunogen Tn-Thr-PS A1 via hydrazone bond and stability optimization of PS A1 monosaccharide mimics under vaccine development conditions

F Hossain, S Nishat, S Ghosh, S Boga… - Journal of …, 2020 - Taylor & Francis
Previously, our group constructed several immunogens utilizing oxime linkage to conjugate
a T-cell stimulatory zwitterionic polysaccharide PS A1 and tumor associated carbohydrate …

Synthesis of a Diacetonide-Protected, Mannose-Based Oxepine: Configurational Control of Anomeric Acetate Activation

B Pero, MW Peczuh - The Journal of organic chemistry, 2022 - ACS Publications
Carbohydrate-based oxepines are seven-membered-ring oxacycles containing an enol
ether moiety. These compounds have been used as intermediates in the preparation of …

Three-Step Synthesis of 3-Aminoseptanoside Derivatives by Using Lithiated Methoxyallene and δ-Siloxynitrones

M Jasiński, G Utecht, A Fruziński, HU Reissig - Synthesis, 2016 - thieme-connect.com
A three-step approach to enantiomerically pure 3-aminoseptanoside derivatives by addition
of lithiated methoxyallene to δ-silylated aldopentose-derived nitrones, followed by Brønsted …

Cyclopropylmethylidene as a versatile protecting group for carbohydrate synthesis

X Li, N Ibrahim, Z Jaber, S Ali… - Journal of Carbohydrate …, 2023 - Taylor & Francis
Cyclopropylmethylidene has been developed as a versatile protecting group for
carbohydrate synthesis. It can be formed by acid-catalyzed acetalization between …