Literature DB >> 32394599

Stereoselective Electro-2-deoxyglycosylation from Glycals.

Miao Liu1, Kai-Meng Liu1, De-Cai Xiong1,2, Hanyu Zhang1, Tian Li1, Bohan Li1, Xianjin Qin1, Jinhe Bai1, Xin-Shan Ye1.   

Abstract

We report a novel and highly stereoselective electro-2-deoxyglycosylation from glycals. This method features excellent stereoselectivity, scope, and functional-group tolerance. This process can also be applied to the modification of a wide range of natural products and drugs. Furthermore, a scalable synthesis of glycosylated podophyllotoxin and a one-pot trisaccharide synthesis through iterative electroglycosylations were achieved.
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  2-deoxyglycosides; carbohydrates; electrocatalysis; glycals; glycosylation

Year:  2020        PMID： 32394599     DOI： 10.1002/anie.202006115

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  4 in total

Review 1.  Recent Advances in Stereoselective Chemical O-Glycosylation Reactions.

Authors:  Mana Mohan Mukherjee; Rina Ghosh; John A Hanover
Journal:  Front Mol Biosci       Date:  2022-06-14

2.  P(v) intermediate-mediated E1cB elimination for the synthesis of glycals.

Authors:  Fen Liu; Haiyang Huang; Longgen Sun; Zeen Yan; Xiao Tan; Jing Li; Xinyue Luo; Haixin Ding; Qiang Xiao
Journal:  Chem Sci       Date:  2022-04-22       Impact factor: 9.969

3.  Electrochemical Bromination of Glycals.

Authors:  Zhao-Xiang Luo; Miao Liu; Tian Li; De-Cai Xiong; Xin-Shan Ye
Journal:  Front Chem       Date:  2021-12-23       Impact factor: 5.221

4.  Synthesis of C-Oligosaccharides through Versatile C(sp3 )-H Glycosylation of Glycosides.

Authors:  Jun Wu; Adelina Kopp; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2022-01-27       Impact factor: 16.823
  4 in total

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