Literature DB >> 17880097

Palladium-catalyzed glycal imidate rearrangement: formation of alpha- and beta-N-glycosyl trichloroacetamides.

Jaemoon Yang1, Gregory J Mercer, Hien M Nguyen.   

Abstract

A novel palladium(II)-catalyzed stereoselective synthesis of alpha- and beta-N-glycosyl trichloroacetamides has been developed. The alpha- and beta-selectivity at the anomeric carbon depends on the nature of the palladium-ligand catalyst. While the cationic palladium(II) promotes the alpha-selectivity, the neutral palladium(II) favors the beta-selectivity.

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Year:  2007        PMID: 17880097     DOI: 10.1021/ol701778z

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


  2 in total

1.  Activation of diverse carbon-heteroatom and carbon-carbon bonds via palladium(II)-catalysed β-X elimination.

Authors:  Van T Tran; John A Gurak; Kin S Yang; Keary M Engle
Journal:  Nat Chem       Date:  2018-08-20       Impact factor: 24.427

2.  Allyl Cyanate/Isocyanate Rearrangement in Glycals: Stereoselective Synthesis of 1-Amino and Diamino Sugar Derivatives.

Authors:  Stefania Mirabella; Giulia Petrucci; Cristina Faggi; Camilla Matassini; Francesca Cardona; Andrea Goti
Journal:  Org Lett       Date:  2020-11-04       Impact factor: 6.005

  2 in total

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