Literature DB >> 31314513

Glycosylation Enabled by Successive Rhodium(II) and Brønsted Acid Catalysis.

Lingkui Meng1, Peng Wu1, Jing Fang1, Ying Xiao1, Xiong Xiao1, Guangsheng Tu1, Xiang Ma1, Shuang Teng1, Jing Zeng1, Qian Wan1.   

Abstract

Herein, we reported on a highly efficient glycosylation reaction comprising two chronological meticulously designed catalytic cycles: (1) rhodium-catalyzed formation of sulfonium ylide and (2) Brønsted acid-catalyzed formation of sulfonium ion. This protocol highlighted an effective and robust tactic to prepare a glycosyl sulfonium ion from a glycosyl sulfonium ylide precursor amenable for glycosylation.

Entities:  

Year:  2019        PMID: 31314513     DOI: 10.1021/jacs.9b04619

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  A general electron donor-acceptor complex for photoactivation of arenes via thianthrenation.

Authors:  Kai Sun; Anzai Shi; Yan Liu; Xiaolan Chen; Panjie Xiang; Xiaotong Wang; Lingbo Qu; Bing Yu
Journal:  Chem Sci       Date:  2022-04-14       Impact factor: 9.969

2.  Palladium(II)-assisted activation of thioglycosides.

Authors:  Samira Escopy; Yashapal Singh; Alexei V Demchenko
Journal:  Org Biomol Chem       Date:  2021-03-11       Impact factor: 3.876

3.  Matching Glycosyl Donor Reactivity to Sulfonate Leaving Group Ability Permits SN2 Glycosylations.

Authors:  Ming-Hua Zhuo; David J Wilbur; Eugene E Kwan; Clay S Bennett
Journal:  J Am Chem Soc       Date:  2019-10-09       Impact factor: 15.419

4.  Hydrogen bond activated glycosylation under mild conditions.

Authors:  Ke Xiao; Yongxin Hu; Yongyong Wan; XinXin Li; Qin Nie; Hao Yan; Liming Wang; Jinxi Liao; Deyong Liu; Yuanhong Tu; Jiansong Sun; Jeroen D C Codée; Qingju Zhang
Journal:  Chem Sci       Date:  2021-12-15       Impact factor: 9.825

5.  Recyclable fluorous-tag assisted two-directional oligosaccharide synthesis enabled by interrupted Pummerer reaction mediated glycosylation.

Authors:  Lei Cai; Qi Chen; Jian Guo; Zhihua Liang; Dengxian Fu; Lingkui Meng; Jing Zeng; Qian Wan
Journal:  Chem Sci       Date:  2022-06-22       Impact factor: 9.969

  5 in total

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