α/β-Stereo- and diastereoselective glycosylation with <i>n</i>-pentenyl glycoside donors, promoted by <i>N</i>-iodosuccinimide and catalyzed by chiral Brønsted acid-Reference-Cited by-同舟云学术

α/β-Stereo- and diastereoselective glycosylation with n-pentenyl glycoside donors, promoted by N-iodosuccinimide and catalyzed by chiral Brønsted acid

Published:2024 Issue:1 Volume:22 Page:65-69
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Aswathy Maniyamma¹²,N. K. Mohammed Sadik³,Harikrishnan Purushothaman C.¹,Parameswaran Sasikumar¹,Radhakrishnan Kokkuvayil Vasu¹²^ORCID,Lankalapalli Ravi S.¹²^ORCID

Affiliation:

1. Chemical Sciences and Technology Division, CSIR-National Institute for Interdisciplinary Science and Technology (CSIR-NIIST), Thiruvananthapuram-695019, India

2. Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India

3. Department of Applied Chemistry, CUSAT, Kochi-22, India

Abstract

A new chiral Brønsted acid catalyst, the (+)-isomenthol ester of pentacarbomethoxycyclopentadiene, combined with N-iodosuccinimide promote stereo- and diastereoselective glycosylation with n-pentenyl glycoside donors.

Funder

Science and Engineering Research Board

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2024/OB/D3OB01633A

Reference23 articles.

1. Probing the Mechanism of Bacillus 1,3-1,4-β-d-Glucan 4-Glucanohydrolases by Chemical Rescue of Inactive Mutants at Catalytically Essential Residues

2. Glycosyltransferases: Structures, Functions, and Mechanisms

3. Glycoside Bond Formation via Acid–Base Catalysis

4. Toward Green and Sustainable Chemical Glycosylation: Enhanced Lewis Acidity of Recyclable Solid Super Acid Catalyst, SO4/ZrO2 by CaCl2 Doping

5. Polyvinyl trisulfonate ethylamine based solid acid catalyst for the efficient glycosylation of sugars under solvent free conditions