四氢呋喃糖基引发阳离子开环聚合制备新糖聚合物。
Glycosylation initiated cationic ring-opening polymerization of tetrahydrofuran to prepare neo-glycopolymers.
机构信息
State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
出版信息
Chem Commun (Camb). 2010 Sep 7;46(33):6060-2. doi: 10.1039/c0cc00566e. Epub 2010 Jul 26.
PMID:20657930
Abstract
An unprecedented and highly efficient glycosylation initiated cationic ring-opening polymerization (CROP) of tetrahydrofuran is disclosed employing glycosyl ortho-hexynylbenzoates as donors and gold(I) as a catalyst, that provides an easy access to novel glycopolymers which could self-assemble into nanostructures.
摘要
本文首次报道了一种高效的糖苷引发的阳离子开环聚合（CROP）反应，该反应以糖苷邻炔基苯甲酸酯为单体，金（I）为催化剂，能够很容易地得到新型糖聚物，这些糖聚物可以自组装成纳米结构。
相似文献
1
Glycosylation initiated cationic ring-opening polymerization of tetrahydrofuran to prepare neo-glycopolymers.
Chem Commun (Camb). 2010 Sep 7;46(33):6060-2. doi: 10.1039/c0cc00566e. Epub 2010 Jul 26.
2
Gold(I)-catalyzed glycosylation with glycosyl ortho-alkynylbenzoates as donors: general scope and application in the synthesis of a cyclic triterpene saponin.
Chemistry. 2010 Feb 8;16(6):1871-82. doi: 10.1002/chem.200902548.
3
Iron-catalyzed ring-closing depolymerization of poly(tetrahydrofuran).
ChemSusChem. 2013 Aug;6(8):1334-6. doi: 10.1002/cssc.201300380. Epub 2013 Jul 2.
4
Amylose selectively includes one from a mixture of two resemblant polyethers in vine-twining polymerization.
Biomacromolecules. 2007 Oct;8(10):2983-5. doi: 10.1021/bm700670m. Epub 2007 Sep 19.
5
The cationic ring-opening polymerization of tetrahydrofuran with 12-tungstophosphoric acid.
Molecules. 2010 Mar 8;15(3):1398-407. doi: 10.3390/molecules15031398.
6
Gold(I)-promoted synthesis of a β-(1,3)-glucan hexadecasaccharide via the highly convergent strategy.
Carbohydr Res. 2019 Aug 1;482:107735. doi: 10.1016/j.carres.2019.06.014. Epub 2019 Jun 26.
7
Exploration of the use of an acylsulfonamide safety-catch linker for the polymer-supported synthesis of hyaluronic acid oligosaccharides.
Carbohydr Res. 2010 Mar 30;345(5):565-71. doi: 10.1016/j.carres.2009.12.021. Epub 2010 Jan 4.
8
Lipase-catalyzed ring-opening polymerization of molecularly pure cyclic oligomers for use in synthesis and chemical recycling of aliphatic polyesters.
Macromol Biosci. 2008 Jun 11;8(6):533-9. doi: 10.1002/mabi.200700270.
9
Synthesis of Antigenic Tetrasaccharide Repeating Unit by Employing Cationic Gold(I)-Catalyzed Glycosylation Involving Glycosyl -1,1-Dimethylpropargyl Carbamate Donors.
J Org Chem. 2024 Sep 6;89(17):12547-12558. doi: 10.1021/acs.joc.4c01484. Epub 2024 Aug 13.
10
Synthesis of oligosaccharide-branched ribofuranan by ring-opening polymerization of a new anhydroribo trisaccharide monomer.
Macromol Biosci. 2009 Jul 7;9(7):687-93. doi: 10.1002/mabi.200800316.
引用本文的文献
1
The metabolic pathway of THF-degrading composite bacteria and its immobilized microspheres.
Antonie Van Leeuwenhoek. 2025 Aug 24;118(9):138. doi: 10.1007/s10482-025-02140-6.
2
A Multicomponent THF Hydroxylase Initiates Tetrahydrofuran Degradation in ZM02.
Appl Environ Microbiol. 2022 Mar 22;88(6):e0188021. doi: 10.1128/AEM.01880-21.
3
Iridium-promoted deoxyglycoside synthesis: stereoselectivity and mechanistic insight.
Chem Sci. 2020 Dec 16;12(6):2209-2216. doi: 10.1039/d0sc06529c.
4
Recent Advances in Transition Metal-Catalyzed Glycosylation.
ACS Catal. 2012 Aug 3;2(8):1563-1595. doi: 10.1021/cs3002513. Epub 2012 Jun 14.
Zotero 插件