Versatility of glycals in synthetic organic chemistry: coupling reactions, diversity oriented synthesis and natural product synthesis

HH Kinfe - Organic & Biomolecular Chemistry, 2019 - pubs.rsc.org
Glycals, 1, 2-unsaturated sugar derivatives, are versatile starting materials for the synthesis
of natural products and the generation of novel structural features in Diversity Oriented …

2‐Halo Glycals as “Synthon” for 2‐C‐Branched Sugar: Recent Advances and Applications in Organic Synthesis

N Hussain, A Ahmed… - Asian Journal of Organic …, 2020 - Wiley Online Library
Glycals are unsaturated sugars having an enolic double bond present inside the ring and
act as a versatile synthon for the synthesis of natural products and biologically important …

2-Iodo-1-C-acceptor-substituted glycals: synthesis and transformation into 1, 2-C, C-disubstituted glycals via Suzuki–Miyaura coupling reaction

É Juhász-Tóth, ÁS Malecz, M Tóth, Á Homolya… - New Journal of …, 2023 - pubs.rsc.org
A series of 2-iodo-1-C-substituted glycals having electron withdrawing groups (CN,
CO2CH3, CONH2) at the C-1 carbon were synthesized from the parent 1-C-substituted …

Synthesis of sugar-based enones and their transformation into 3, 5-disubstituted furans and 2-acyl-substituted 1, 2, 3-trideoxy sugars in the presence of lewis acids

N Hussain, M Bhardwaj, A Ahmed, D Mukherjee - Organic letters, 2019 - ACS Publications
Pd-catalyzed carbonylative cross-coupling reactions of 2-iodoglycals have been developed
for the synthesis of sugar-based arylones and ynones using formic acid as the carbonyl …

Antioxidant and anti-sickling activity of glucal-based triazoles compounds–An in vitro and in silico study

RV Veloso, A Shamim, Y Lamarrey, HA Stefani… - Bioorganic …, 2021 - Elsevier
The sickle cell disease (SCD) has a genetic cause, characterized by a replacement of
glutamic acid to valine in the β-chain of hemoglobin. The disease has no effective treatment …

Synthesis of amidoglucals and glucal esters via carbonylative coupling reactions of 2-iodoglucal using Mo (CO) 6 as a CO source

MP Darbem, KS Kanno, IM de Oliveira… - New Journal of …, 2019 - pubs.rsc.org
The synthesis of amidoglucals and glucal esters in good to high yields using 2-iodo-3, 4, 6-
tri-O-acetyl-D-glucal as a substrate, Mo (CO) 6 as a carbon monoxide source and PdCl2 as …

Mild Palladium‐Catalyzed Cyanation of Unprotected 2‐Iodoglycals in Aqueous Media as Versatile Tool to Access Diverse C2‐Glycoanalogues

M Malinowski, T Van Tran… - Advanced Synthesis …, 2020 - Wiley Online Library
Access to unprotected 2‐cyano‐glycals via a mild palladium‐catalyzed cyanation of
protecting groups‐free 2‐iodoglycals in aqueous media has been developed. Diverse glycal …

Synthesis of d-glyco-alkynone derivatives via carbonylative Sonogashira reaction

MP Darbem, CHA Esteves, IM de Oliveira, JS Reis… - RSC …, 2019 - pubs.rsc.org
A carbonylative Sonogashira coupling approach to the synthesis of glyco-alkynones is
described. Eighteen examples were obtained in moderate do nearly quantitative yields …

Synthesis of a library of glucal-derived triazoles via copper-catalyzed azide–alkyne cyclization

A Shamim, FB Souza, SNS Vasconcelos, HA Stefani - Tetrahedron letters, 2017 - Elsevier
A library of glucal-derived triazoles have been synthesized using the copper-catalyzed azide-
alkyne cyclization reaction starting from 3, 4, 6-tri-O-acetyl-d-glucal. Different trimethylsilyl …

Synthesis of glycosyl azides and their applications using CuAAC click chemistry to generate bis-and tris (triazolyl) glycosyl derivatives

A Shamim, SNS Vasconcelos, IM de Oliveira… - …, 2017 - thieme-connect.com
2, 3-Unsaturated C-(triazolyl) glycosyl acetates have been synthesized from 3, 4, 6-tri-O-
acetyl-d-glucal using C-glycosylation and click chemistry and were then used in a palladium …