Construction of thioglycoside bonds <i>via</i> an asymmetric organocatalyzed sulfa-Michael/aldol reaction: access to 4′-thionucleosides-Reference-Cited by-同舟云学术

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Construction of thioglycoside bonds via an asymmetric organocatalyzed sulfa-Michael/aldol reaction: access to 4′-thionucleosides

Published:2024 Issue:38 Volume:60 Page:5018-5021
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Wei Tao¹,Xie Ming-Sheng¹^ORCID,Guo Hai-Ming¹^ORCID

Affiliation:

1. School of Environment, State Key Laboratory of Antiviral Drugs, Pingyuan Laboratory, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China

Abstract

The construction of S–C–N glycosidic bonds via the organocatalytic sulfa-Michael/aldol reaction of (E)-β-nucleobase acrylketone and 1,4-dithiane-2,5-diol was achieved, and diverse 4′-thionucleosides were obtained with excellent results.

Funder

National Natural Science Foundation of China

Science and Technology Innovation Talents in Universities of Henan Province

Henan Key Laboratory of Organic Functional Molecules and Drug Innovation

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/CC/D4CC00984C

Reference50 articles.

1. A review of methods to synthesise 4′-substituted nucleosides

2. Designing Chemically Modified Oligonucleotides for Targeted Gene Silencing

3. Advances in the development of nucleoside and nucleotide analogues for cancer and viral diseases

4. Chemical synthesis of 4′-thio and 4′-sulfinyl pyrimidine nucleoside analogues

5. Synthesis and hybridization studies on two complementary nona(2'-O-methyl)ribonucleotides

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