Literature DB >> 16956216

Diastereoselective synthesis of beta-Aryl-C-nucleosides from 1,2-anhydrosugars.

Ishwar Singh1, Oliver Seitz.   

Abstract

The cis opening of glycal epoxides with arylaluminum reagents provides strict stereocontrol in C-glycosylation. beta-Aryl-C-2-deoxynucleosides are obtained from known glycals by an epoxidation-glycosylation-deoxygenation sequence.

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Year:  2006        PMID： 16956216     DOI： 10.1021/ol061701p

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  Stereoelectronic factors in the stereoselective epoxidation of glycals and 4-deoxypentenosides.

Authors:  Laura Alberch; Gang Cheng; Seung-Kee Seo; Xuehua Li; Fabien P Boulineau; Alexander Wei
Journal:  J Org Chem       Date:  2011-03-18       Impact factor: 4.354

2.  Stereoselective C-glycosidations with achiral and enantioenriched allenylsilanes.

Authors:  Ryan A Brawn; James S Panek
Journal:  Org Lett       Date:  2010-10-15       Impact factor: 6.005

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
  3 in total

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