Literature DB >> 18433121

Stereoselective synthesis of beta-L-rhamnopyranosides.

Yong Joo Lee1, Akihiro Ishiwata, Yukishige Ito.   

Abstract

Stereoselective construction of 1,2-cis-beta-L-rhamnopyranoside was achieved by our effective methodology using naphthylmethyl (NAP) ether-mediated intramolecular aglycon delivery (IAD). The complete stereoselective synthesis of the bacterial extracellular polysaccharide, alpha-L-Rhap-(1-->3)-beta-L-Rhap-(1-->4)Glcp from Sphaerotilus natans, was successfully accomplished, clearly demonstrating that the NAP-IAD methodology is highly versatile.

Entities:  

Mesh：

Substances：

Year:  2008        PMID： 18433121     DOI： 10.1021/ja801574q

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


  9 in total

1.  Highly Selective β-Mannosylations and β-Rhamnosylations Catalyzed by Bis-thiourea.

Authors:  Qiuhan Li; Samuel M Levi; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2020-06-26       Impact factor: 15.419

Review 2.  Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.

Authors:  Matteo Panza; Salvatore G Pistorio; Keith J Stine; Alexei V Demchenko
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

3.  Methodology development and physical organic chemistry: a powerful combination for the advancement of glycochemistry.

Authors:  David Crich
Journal:  J Org Chem       Date:  2011-10-04       Impact factor: 4.354

4.  Versatile set of orthogonal protecting groups for the preparation of highly branched oligosaccharides.

Authors:  Thomas J Boltje; Chunxia Li; Geert-Jan Boons
Journal:  Org Lett       Date:  2010-10-15       Impact factor: 6.005

Review 5.  Recent progress in chemical and chemoenzymatic synthesis of carbohydrates.

Authors:  Saddam Muthana; Hongzhi Cao; Xi Chen
Journal:  Curr Opin Chem Biol       Date:  2009-10-14       Impact factor: 8.822

6.  Stereocontrolled synthesis of D- and L-beta-rhamnopyranosides with 4-O-6-S-alpha-cyanobenzylidene-protected 6-thiorhamnopyranosyl thioglycosides.

Authors:  David Crich; Linfeng Li
Journal:  J Org Chem       Date:  2009-01-16       Impact factor: 4.354

7.  Fluoride Migration Catalysis Enables Simple, Stereoselective, and Iterative Glycosylation.

Authors:  Girish C Sati; Joshua L Martin; Yishu Xu; Tanmay Malakar; Paul M Zimmerman; John Montgomery
Journal:  J Am Chem Soc       Date:  2020-04-01       Impact factor: 15.419

Review 8.  Intramolecular glycosylation.

Authors:  Xiao G Jia; Alexei V Demchenko
Journal:  Beilstein J Org Chem       Date:  2017-09-29       Impact factor: 2.883

Review 9.  Recent advances in stereoselective 1,2-cis-O-glycosylations.

Authors:  Akihiro Ishiwata; Katsunori Tanaka; Jiaming Ao; Feiqing Ding; Yukishige Ito
Journal:  Front Chem       Date:  2022-08-19       Impact factor: 5.545
  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.