Synthesis and applications of carbohydrate-based organocatalysts

E Wojaczyńska, F Steppeler, D Iwan, MC Scherrmann… - Molecules, 2021 - mdpi.com
Organocatalysis is a very useful tool for the asymmetric synthesis of biologically or
pharmacologically active compounds because it avoids the use of noxious metals, which are …

Total Synthesis of a Densely Functionalized Plesiomonas shigelloides Serotype 51 Aminoglycoside Trisaccharide Antigen

C Qin, B Schumann, X Zou, CL Pereira… - Journal of the …, 2018 - ACS Publications
Plesiomonas shigelloides, a pathogen responsible for frequent outbreaks of severe
travelers' diarrhea, causes grave extraintestinal infections. Sepsis and meningitis due to P …

D-Hexopyranosides with Vicinal Nitrogen-Containing Functionalities

J Pospíšilová, D Toman, T Ručil, P Cankař - Molecules, 2024 - pmc.ncbi.nlm.nih.gov
Various substituted D-hexopypyranosides units with nitrogen-containing functionalities are
present in many important natural compounds and pharmaceutical substances. Since their …

Acremines H–N, novel prenylated polyketide metabolites produced by a strain of Acremonium byssoides

A Arnone, G Assante, A Bava, S Dallavalle, G Nasini - Tetrahedron, 2009 - Elsevier
Five novel metabolites, acremines H–N, have been isolated from malt extract–peptone–
glucose agar cultures of a strain of Acremonium byssoides. Their structures and …

New mannose-derived ketones as organocatalysts for enantioselective dioxirane-mediated epoxidation of arylalkenes. Part 3: Chiral ketones from sugars

JM Vega-Pérez, I Periñán, M Vega-Holm, C Palo-Nieto… - Tetrahedron, 2011 - Elsevier
New d-arabino-hexopyranosid-3-uloses were synthesized by a simple method from
mannopyranoside derivatives. The common skeleton possesses a tunable alkoxy group as …

Synthesis of new carbohydrate-derived ketones as organocatalysts in the enantioselective epoxidation of arylalkenes. Part 2: Chiral ketones from sugars

JM Vega-Pérez, M Vega-Holm, I Periñán, C Palo-Nieto… - Tetrahedron, 2011 - Elsevier
A range of new, somewhat complex, stereochemically varied, and structurally related
carbohydrate-derived ketones were synthesised by a simple method from the carbohydrate …

Alkenyl β-d-galactopyranoside derivatives as efficient chiral templates in stereoselective cyclopropanation and epoxidation reactions

JM Vega-Pérez, I Periñán, C Palo-Nieto… - Tetrahedron …, 2010 - Elsevier
The synthesis of a wide range of alkenyl 4, 6-O-(S)-benzylidene-β-d-galactopyranosides is
described. The cyclopropanation and epoxidation reactions of these compounds were …

Stereoselective cyclopropanation of unsaturated acetals, using carbohydrates with d-gluco, l-rhamno and d-xylo configurations as chiral auxiliaries

JM Vega-Pérez, I Periñán, M Vega… - Tetrahedron …, 2008 - Elsevier
The stereoselective synthesis of (2-phenylcyclopropyl) methylidene acetals of sugar
derivatives from methyl d-glucopyranoside, dodecyl N-acetyl-2-amino-2-deoxy-d …

The use of 1, 2-O-isopropylidene-α-d-xylofuranose as a chiral auxiliary in asymmetric cyclopropanation reactions

JM Vega-Pérez, I Perinan, F Iglesias-Guerra - Tetrahedron: Asymmetry, 2009 - Elsevier
The stereoselective synthesis of cyclopropylmethylidene acetals derived from 1, 2-O-
isopropylidene-d-xylofuranose, as a chiral auxiliary, is described. The Simmons–Smith …

Synthesis of New Chiral Ketones from D‐Glucose Derivatives and Their Use in the Enantioselective Epoxidation of Arylalkenes

JM Vega‐Pérez, M Vega Holm, ML Martínez, E Blanco… - 2009 - Wiley Online Library
A new backbone model for a chiral carbohydrate‐derived ketone for asymmetric epoxidation
is presented. The oxo function is sited in a seven‐membered ring fused to the sugar moety …