Literature DB >> 29464265

Recent progress of C-glycosylation methods in the total synthesis of natural products and pharmaceuticals.

Hongze Liao1, Jimei Ma, Hui Yao, Xue-Wei Liu.   

Abstract

Chemical C-glycosylation has been well developed to improve stereoselectivity in recent years. Due to its high efficiency to build C-glycosides or O-cyclic compounds, C-glycosylation has found widespread use in the synthesis of biologically active molecules. This review highlights the C-glycosylation methods that have been practised in the total synthesis of natural products and pharmaceuticals in the past decade.

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Year:  2018        PMID: 29464265     DOI: 10.1039/c8ob00032h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  7 in total

1.  Convergent synthesis of (+)-carambolaflavone A, an antidiabetic agent using a bismuth triflate-catalyzed C-aryl glycosylation.

Authors:  Arun K Ghosh; William L Robinson; John Gulliver; Hannah M Simpson
Journal:  Org Biomol Chem       Date:  2022-04-06       Impact factor: 3.876

2.  Versatile Glycosyl Sulfonates in β-Selective C-Glycosylation.

Authors:  Jesse Ling; Clay S Bennett
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-03       Impact factor: 15.336

3.  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

4.  Ferrocenium complex aided O-glycosylation of glycosyl halides.

Authors:  Deva Saroja Talasila; Eike B Bauer
Journal:  RSC Adv       Date:  2021-11-17       Impact factor: 4.036

5.  Synthesis and photoinitiated thiol-ene reactions of exo-mannals - a new route to C-β-d-mannosyl derivatives.

Authors:  János József; Nóra Debreczeni; Dániel Eszenyi; Anikó Borbás; László Juhász; László Somsák
Journal:  RSC Adv       Date:  2020-09-22       Impact factor: 4.036

Review 6.  Redesigning Enzymes for Biocatalysis: Exploiting Structural Understanding for Improved Selectivity.

Authors:  Yaoyu Ding; Gustavo Perez-Ortiz; Jessica Peate; Sarah M Barry
Journal:  Front Mol Biosci       Date:  2022-07-22

7.  Mild Cu(OTf)2-Mediated C-Glycosylation with Chelation-Assisted Picolinate as a Leaving Group.

Authors:  Wenjing Ye; Christopher M Stevens; Peng Wen; Christopher J Simmons; Weiping Tang
Journal:  J Org Chem       Date:  2020-08-05       Impact factor: 4.354

  7 in total

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