Literature DB >> 17067955

A review: synthesis of aryl C-glycosides via the heck coupling reaction.

Kevin W Wellington1, Steven A Benner.   

Abstract

In this article, we focus on the synthesis of aryl C-glycosides via Heck coupling. It is organized based on the type of structures used in the assembly of the C-glycosides (also called C-nucleosides) with the following subsections: pyrimidine C-nucleosides, purine C-nucleosides, and monocyclic, bicyclic, and tetracyclic C-nucleosides. The reagents and conditions used for conducting the Heck coupling reactions are discussed. The subsequent conversion of the Heck products to the corresponding target molecules and the application of the target molecules are also described.

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Year:  2006        PMID: 17067955     DOI: 10.1080/15257770600917013

Source DB:  PubMed          Journal:  Nucleosides Nucleotides Nucleic Acids        ISSN: 1525-7770            Impact factor:   1.381


  15 in total

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2.  Natural Products and Their Mimics as Targets of Opportunity for Discovery.

Authors:  Stephen F Martin
Journal:  J Org Chem       Date:  2017-09-15       Impact factor: 4.354

Review 3.  DNA-multichromophore systems.

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4.  Modified synthesis of 3'-O-TBDPS-protected furanoid glycal.

Authors:  Kartik Temburnikar; Zhibo Zhang; Katherine Seley-Radtke
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2012-04       Impact factor: 1.381

5.  Recent Advances in Transition Metal-Catalyzed Glycosylation.

Authors:  Matthew J McKay; Hien M Nguyen
Journal:  ACS Catal       Date:  2012-06-14       Impact factor: 13.084

6.  High Fidelity Enzyme-Free Primer Extension with an Ethynylpyridone Thymidine Analog.

Authors:  Jianyang Han; Eric Kervio; Clemens Richert
Journal:  Chemistry       Date:  2021-10-08       Impact factor: 5.020

7.  2-Methoxypyridine as a Thymidine Mimic in Watson-Crick Base Pairs of DNA and PNA: Synthesis, Thermal Stability, and NMR Structural Studies.

Authors:  Irina Novosjolova; Scott D Kennedy; Eriks Rozners
Journal:  Chembiochem       Date:  2017-09-26       Impact factor: 3.164

8.  Efficient synthesis of fluorescent alkynyl C-nucleosides via Sonogashira coupling for the preparation of DNA-based polyfluorophores.

Authors:  Dominik K Kölmel; Luzi J Barandun; Eric T Kool
Journal:  Org Biomol Chem       Date:  2016-07-06       Impact factor: 3.876

9.  Diastereoselective Synthesis of Aryl C-Glycosides from Glycosyl Esters via C-O Bond Homolysis.

Authors:  Yongliang Wei; Benjamin Ben-Zvi; Tianning Diao
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-10       Impact factor: 15.336

10.  Leloir Glycosyltransferases and Natural Product Glycosylation: Biocatalytic Synthesis of the C-Glucoside Nothofagin, a Major Antioxidant of Redbush Herbal Tea.

Authors:  Linda Bungaruang; Alexander Gutmann; Bernd Nidetzky
Journal:  Adv Synth Catal       Date:  2013-08-20       Impact factor: 5.837

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