Literature DB >> 25730324

Palladium-catalyzed glycosylation: novel synthetic approach to diverse N-heterocyclic glycosides.

Li Ji1, Shao-Hua Xiang1, Wei-Lin Leng1, Kim Le Mai Hoang1, Xue-Wei Liu1.   

Abstract

An efficient and highly stereoselective method for the construction of N-heterocyclic glycosides is reported. This method is based on a palladium-catalyzed allylation which proceeded to provide N-heterocyclic glycosyl compounds in good-to-excellent yields with β- or α-selectivity. Various N-nucleophiles were examined for this reaction and selected N-glycosyl isatin substrates were further elaborated to bis-indole sugars which have potential as antiproliferative drugs.

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Year:  2015        PMID: 25730324     DOI: 10.1021/ol5037437

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


  3 in total

1.  Catalytic Asymmetric Allylic Amination with Isatins, Sulfonamides, Imides, Amines, and N-Heterocycles.

Authors:  Ciarán C Lynch; Kaluvu Balaraman; Christian Wolf
Journal:  Org Lett       Date:  2020-04-07       Impact factor: 6.005

Review 2.  Chemical O-Glycosylations: An Overview.

Authors:  Rituparna Das; Balaram Mukhopadhyay
Journal:  ChemistryOpen       Date:  2016-08-17       Impact factor: 2.911

3.  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

  3 in total

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