Literature DB >> 16220180

Iterative, orthogonal strategy for oligosaccharide synthesis based on the regioselective glycosylation of polyol acceptors with partially unprotected n-pentenyl-orthoesters: further evidence for reciprocal donor acceptor selectivity (RDAS).

J Cristóbal López1, Attila Agocs, Clara Uriel, Ana M Gómez, Bert Fraser-Reid.   

Abstract

An efficient iterative, orthogonal protocol based on the regioselective glycosyl coupling of D-mannose polyols with, partially unprotected, n-pentenyl orthoester donors permits the synthesis of linear and branched oligosaccharides with minimal protecting group tampering.

Entities:  

Year:  2005        PMID: 16220180     DOI: 10.1039/b507468a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  6 in total

1.  Synthesis of heptaprenyl-lipid IV to analyze peptidoglycan glycosyltransferases.

Authors:  Yi Zhang; Eric J Fechter; Tsung-Shing Andrew Wang; Dianah Barrett; Suzanne Walker; Daniel E Kahne
Journal:  J Am Chem Soc       Date:  2007-02-27       Impact factor: 15.419

Review 2.  Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.

Authors:  Matteo Panza; Salvatore G Pistorio; Keith J Stine; Alexei V Demchenko
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

3.  Iterative one-pot syntheses of chitotetroses.

Authors:  Lijun Huang; Zhen Wang; Xiaoning Li; Xin-shan Ye; Xuefei Huang
Journal:  Carbohydr Res       Date:  2006-01-26       Impact factor: 2.104

4.  Concise assembly of linear alpha(1-->6)-linked octamannan fluorescent probe.

Authors:  Mohammad S Aqueel; Vibha Pathak; Ashish K Pathak
Journal:  Tetrahedron Lett       Date:  2008-12-08       Impact factor: 2.415

Review 5.  Chemical O-Glycosylations: An Overview.

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

6.  A Concise Synthesis of a BODIPY-Labeled Tetrasaccharide Related to the Antitumor PI-88.

Authors:  Juan Ventura; Clara Uriel; Ana M Gomez; Edurne Avellanal-Zaballa; Jorge Bañuelos; Inmaculada García-Moreno; Jose Cristobal Lopez
Journal:  Molecules       Date:  2021-05-14       Impact factor: 4.411

  6 in total

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