Literature DB >> 24006853

Superarming of glycosyl donors by combined neighboring and conformational effects.

Mads Heuckendorff1, Hemali D Premathilake, Papapida Pornsuriyasak, Anders Ø Madsen, Christian M Pedersen, Mikael Bols, Alexei V Demchenko.   

Abstract

A novel glycosyl donor that combines the concepts of both conformational and electronic superarming has been synthesized. The reactivity and selectivity of the donor have been tested in competition experiments.

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Year:  2013        PMID： 24006853      PMCID： PMC3823551          DOI： 10.1021/ol402371b

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


  32 in total

1.  Synthesis of complex carbohydrates and glycoconjugates: enzyme-based and programmable one-pot strategies.

Authors:  K M Koeller; C H Wong
Journal:  Chem Rev       Date:  2000-12-13       Impact factor: 60.622

2.  The influence of neighboring group participation on the hydrolysis of 2-O-substituted methyl glucopyranosides.

Authors:  Mads Heuckendorff; Christian M Pedersen; Mikael Bols
Journal:  Org Lett       Date:  2011-10-18       Impact factor: 6.005

3.  Tandem catalysis for a one-pot regioselective protection of carbohydrates: the example of glucose.

Authors:  Antoine Français; Dominique Urban; Jean-Marie Beau
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 4.  Going to extremes: "super" armed glycosyl donors in glycosylation chemistry.

Authors:  Henrik H Jensen; Christian Marcus Pedersen; Mikael Bols
Journal:  Chemistry       Date:  2007       Impact factor: 5.236

5.  Toward solution-phase automated iterative synthesis: fluorous-tag assisted solution-phase synthesis of linear and branched mannose oligomers.

Authors:  Firoz A Jaipuri; Nicola L Pohl
Journal:  Org Biomol Chem       Date:  2008-05-16       Impact factor: 3.876

6.  Revisiting the armed-disarmed concept rationale: s-benzoxazolyl glycosides in chemoselective oligosaccharide synthesis.

Authors:  Medha N Kamat; Alexei V Demchenko
Journal:  Org Lett       Date:  2005-07-21       Impact factor: 6.005

7.  Ionic catch and release oligosaccharide synthesis (ICROS).

Authors:  Anh-Tuan Tran; Richard Burden; Daugirdas T Racys; M Carmen Galan
Journal:  Chem Commun (Camb)       Date:  2011-03-09       Impact factor: 6.222

8.  New principles for glycoside-bond formation.

Authors:  Xiangming Zhu; Richard R Schmidt
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

9.  Conformational effects on glycoside reactivity: study of the high reactive conformer of glucose.

Authors:  Ciaran McDonnell; Oscar López; Paul Murphy; José G Fernández Bolaños; Rita Hazell; Mikael Bols
Journal:  J Am Chem Soc       Date:  2004-10-06       Impact factor: 15.419

10.  Oligomannan synthesis using ionic liquid supported glycosylation.

Authors:  Ashish K Pathak; Charu K Yerneni; Zac Young; Vibha Pathak
Journal:  Org Lett       Date:  2007-12-11       Impact factor: 6.005
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  5 in total

Review 1.  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

2.  Mechanisms of Stereodirecting Participation and Ester Migration from Near and Far in Glycosylation and Related Reactions.

Authors:  Asiri A Hettikankanamalage; Robert Lassfolk; Filip S Ekholm; Reko Leino; David Crich
Journal:  Chem Rev       Date:  2020-07-05       Impact factor: 60.622

3.  GH47 and Other Glycoside Hydrolases Catalyze Glycosidic Bond Cleavage with the Assistance of Substrate Super-arming at the Transition State.

Authors:  Jonathan C K Quirke; David Crich
Journal:  ACS Catal       Date:  2021-08-04       Impact factor: 13.700

4.  Conformationally superarmed S-ethyl glycosyl donors as effective building blocks for chemoselective oligosaccharide synthesis in one pot.

Authors:  Mithila D Bandara; Jagodige P Yasomanee; Nigam P Rath; Christian M Pedersen; Mikael Bols; Alexei V Demchenko
Journal:  Org Biomol Chem       Date:  2017-01-18       Impact factor: 3.876

Review 5.  Silyl-protective groups influencing the reactivity and selectivity in glycosylations.

Authors:  Mikael Bols; Christian Marcus Pedersen
Journal:  Beilstein J Org Chem       Date:  2017-01-16       Impact factor: 2.883
  5 in total

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