Photo-mediated synthesis of 1,2-dideoxy-2-phosphinylated carbohydrates from glycals: the reduction of glycosyl radicals to glycosyl anions-Reference-Cited by-同舟云学术

Photo-mediated synthesis of 1,2-dideoxy-2-phosphinylated carbohydrates from glycals: the reduction of glycosyl radicals to glycosyl anions

Published:2022 Issue:21 Volume:24 Page:8280-8291
ISSN:1463-9262
Container-title:Green Chemistry
language:en
Short-container-title:Green Chem.

Author:

Li Hai¹²,Yu Kai-Cheng¹,Su Jia-Kun³,Ouyang Wei¹,Fan Nai-Li¹,Hu Xiang-Guo¹²^ORCID

Affiliation:

1. National Engineering Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, , P. R. China

2. Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education, China

3. Center of R&D, China Tobacco Jiangxi Industrial Co., Ltd., Nanchang 330096, China

Abstract

A metal-free, photo-mediated method for the synthesis of C2-phosphorylated carbohydrates has been developed, whose reaction mechanism consists of the reduction of a glycosyl radical to a glycosyl anion.

Funder

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Pollution,Environmental Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/GC/D2GC01513G

Reference51 articles.

1. Nucleoside phosphate sugars: syntheses on practical scales for use as reagents in the enzymatic preparation of oligosaccharides and glycoconjugates

2. Oligosaccharide Synthesis with Glycosyl Phosphate and Dithiophosphate Triesters as Glycosylating Agents

3. C1 and C2-symmetric carbohydrate phosphorus ligands in asymmetric catalysis

4. 2‐Diphenylphosphinoyl ‐acetyl as a Remote Directing Group for the Highly Stereoselective Synthesis of β‐Glycosides

5. Direct Synthesis of 2,6‐Dideoxy‐β‐glycosides and β‐Rhamnosides with a Stereodirecting 2‐(Diphenylphosphinoyl)acetyl Group

Cited by 6 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Transformations of carbohydrate derivatives enabled by photocatalysis and visible light photochemistry;Chemical Science;2024

2. Radical N-Glycosylation of Heterocycles with 1-Hydroxycarbohydrates Enabled by Copper Metallaphotoredox Catalysis;2023-12-13

3. Photocatalyzed Perfluoroalkylation of Endoglycals;The Journal of Organic Chemistry;2023-12-05

4. Stereoselective Synthesis of O-Glycosides with Borate Acceptors;The Journal of Organic Chemistry;2023-08-01

5. Chemical synthesis of oligosaccharides and their application in new drug research;European Journal of Medicinal Chemistry;2023-03