Efficient and versatile formation of glycosidic bonds via catalytic strain-release glycosylation with glycosyl ortho−2,2-dimethoxycarbonylcyclopropylbenzoate donors

H Ding, J Lyu, XL Zhang, X Xiao, XW Liu - Nature Communications, 2023 - nature.com
Catalytic glycosylation is a vital transformation in synthetic carbohydrate chemistry due to its
ability to expediate the large-scale oligosaccharide synthesis for glycobiology studies with …

Efficient O-and S-glycosylation with ortho-2, 2-dimethoxycarbonylcyclopropylbenzyl thioglycoside donors by catalytic strain-release

H Ding, J Lv, XL Zhang, Y Xu, YH Zhang, XW Liu - Chemical science, 2024 - pubs.rsc.org
We herein present a strain-release glycosylation method employing a rationally designed
ortho-2, 2-dimethoxycarbonylcyclopropylbenzyl (CCPB) thioglycoside donor. The donor is …

Regio- and Stereoselective C-Glycosylation of Indoles Using o-[1-(p-MeO-Phenyl)vinyl]benzoates (PMPVB) as Glycosyl Donors under Brønsted Acid Catalysis

S Halder, RB Addanki… - The Journal of Organic …, 2023 - ACS Publications
The alkene-based o-[1-(p-MeO-phenyl) vinyl] benzoates (PMPVB) donors that can be
remotely activated under catalytic Brønsted acidic conditions have been utilized to …

ortho-[1-(p-MeOPhenyl) vinyl] benzoate PMPVB as a recyclable auxiliary for C–O and C–S bond formation reactions under Brønsted acid catalysis

S Moktan, MKV Rotta, S Halder, P Pradhan… - Organic & …, 2023 - pubs.rsc.org
A practically simple and useful method is reported for the synthesis of ethers and thioethers
via Brønsted acid-catalyzed activation of ortho-[1-(p-MeOphenyl) vinyl] benzoate (PMPVB) …

[HTML][HTML] Stereoselective Conversions of Carbohydrate Anomeric Hydroxyl Group in Basic and Neutral Conditions

M Khaleri, Q Li - Molecules, 2024 - mdpi.com
The rapidly growing glycoscience has boosted the research on the synthesis of glycans and
their conjugates, which are centered on the stereoselective formation of glycosidic bonds …

Catalytic ring-strain release toward a facial and efficient synthesis of versatile C-glycosides

Y Zhang, XL Zhang, H Ding, Y Xu, XW Liu - Chinese Chemical Letters, 2024 - Elsevier
ABSTRACT C-Glycosides have been demonstrated to have distinct biological functions and
therefore display notable pharmacological values, whereas the access to the versatile …

Exploiting the Strained Ion-Pair Interactions of Sterically Hindered Pyridinium Salts Toward SN2 Glycosylation of Glycosyl Trichloroacetimidates

RB Addanki, S Moktan, S Halder… - The Journal of …, 2024 - ACS Publications
We demonstrate here that strained and sterically hindered protonated 2, 4, 6-tri-tert-
butylpyridinium (TTBPy) tetrafluoroborate, a crystalline, bench stable salt serves as a mild …

Influence of Various Silyl Protecting Groups on Stereoselective 2-Deoxyrhamnosylation

A Mukherji, MKV Rotta, BK Sarmah… - The Journal of Organic …, 2022 - ACS Publications
The influence of various silyl protecting groups on 2-deoxyrhamnosylation using 2-
deoxyrhamnosyl acetates, thioglycosides, and (p-methoxyphenyl) vinylbenzoate (PMPVB) …

Activation of Stable and Recyclable Phenylpropiolate Glycoside (PPG) Donors by Iron Catalysis

A Aghi, S Mishra, A Kumar - Synthesis, 2024 - thieme-connect.com
The glycosylation reaction is one of the important aspects of carbohydrate chemistry, where
two different units are frequently linked through C–O bonds. In the pursuit of advancing this …

Glycosyl esters as stable donors in chemical glycosylation

S Sanapala, S Pareek, P Mandadi - European Journal of Organic … - Wiley Online Library
Efficient glycosylation methods are continuously being developed to obtain homogeneously
pure carbohydrates to study their biological roles. The development of effective and …