Literature DB >> 17616145

Palladium-catalyzed stereoselective formation of alpha-O-glycosides.

Brandon P Schuff1, Gregory J Mercer, Hien M Nguyen.   

Abstract

A novel method for palladium-catalyzed stereoselective formation of alpha-O-glycosides has been developed. This strategy relies on the palladium-biaryl phosphine catalyst-glycal donor complexation to control the anomeric selectivity. It does not depend on the nature of the protecting groups on the substrates, thus eliminating the need for cumbersome protecting group manipulations.

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Year:  2007        PMID: 17616145     DOI: 10.1021/ol071268z

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


  7 in total

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Authors:  Clay S Bennett; M Carmen Galan
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

2.  Recent Advances in Transition Metal-Catalyzed Glycosylation.

Authors:  Matthew J McKay; Hien M Nguyen
Journal:  ACS Catal       Date:  2012-06-14       Impact factor: 13.084

3.  Investigations of scope and mechanism of nickel-catalyzed transformations of glycosyl trichloroacetimidates to glycosyl trichloroacetamides and subsequent, atom-economical, one-step conversion to α-urea-glycosides.

Authors:  Matthew J McKay; Nathaniel H Park; Hien M Nguyen
Journal:  Chemistry       Date:  2014-06-06       Impact factor: 5.236

4.  Ferrocenium complex aided O-glycosylation of glycosyl halides.

Authors:  Deva Saroja Talasila; Eike B Bauer
Journal:  RSC Adv       Date:  2021-11-17       Impact factor: 4.036

5.  A general metal-free approach for the stereoselective synthesis of C-glycals from unactivated alkynes.

Authors:  Shekaraiah Devari; Manjeet Kumar; Ramesh Deshidi; Masood Rizvi; Bhahwal Ali Shah
Journal:  Beilstein J Org Chem       Date:  2014-11-12       Impact factor: 2.883

Review 6.  Chemical O-Glycosylations: An Overview.

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

7.  Palladium-Catalyzed α-Stereoselective O-Glycosylation of O(3)-Acylated Glycals.

Authors:  Abhijit Sau; M Carmen Galan
Journal:  Org Lett       Date:  2017-05-17       Impact factor: 6.005

  7 in total

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