Literature DB >> 15673270

Silver(I)-catalyzed addition of zirconocenes to glycal epoxides. A new synthesis of alpha-C-glycosides.

Peter Wipf1, Joshua G Pierce, Nian Zhuang.   

Abstract

[reaction: see text] Hydrozirconation of terminal alkynes, followed by AgClO4-catalyzed in situ addition of the resultant alkenylzirconocenes to 1,2-anhydrosugars (glycal epoxides) leads to alpha-C-glycosides in moderate to high yields.

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Year:  2005        PMID: 15673270     DOI: 10.1021/ol0475414

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.  syn additions to 4alpha-epoxypyranosides: synthesis of L-idopyranosides.

Authors:  Gang Cheng; Renhua Fan; Jesús M Hernández-Torres; Fabien P Boulineau; Alexander Wei
Journal:  Org Lett       Date:  2007-10-12       Impact factor: 6.005

3.  Synthesis of Functionalized Isoindolinones: Addition of In Situ Generated Organoalanes to Acyliminium Ions.

Authors:  Joshua G Pierce; David L Waller; Peter Wipf
Journal:  J Organomet Chem       Date:  2007-10-01       Impact factor: 2.369

  3 in total

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