Literature DB >> 18533138

Intramolecular aglycon delivery.

Ian Cumpstey1.   

Abstract

A Minireview with 51 references covering the two-step tethering and intramolecular glycosylation process termed intramolecular aglycon delivery (IAD). Specifically, glycosylation reactions where the tethered oxygen acts as nucleophile are covered. In the majority of cases, tethering to O-2 of a glycosyl donor ensures formation of a 1,2-cis glycoside after intramolecular glycosylation.

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Year:  2008        PMID: 18533138     DOI: 10.1016/j.carres.2008.04.031

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  13 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.  Intramolecular alpha-glucosaminidation: synthesis of mycothiol.

Authors:  Kehinde Ajayi; Vinay V Thakur; Robert C Lapo; Spencer Knapp
Journal:  Org Lett       Date:  2010-06-04       Impact factor: 6.005

3.  Tailoring Trehalose for Biomedical and Biotechnological Applications.

Authors:  Mara K O'Neill; Brent F Piligian; Claire D Olson; Peter J Woodruff; Benjamin M Swarts
Journal:  Pure Appl Chem       Date:  2017-01-11       Impact factor: 2.453

4.  Methodology development and physical organic chemistry: a powerful combination for the advancement of glycochemistry.

Authors:  David Crich
Journal:  J Org Chem       Date:  2011-10-04       Impact factor: 4.354

5.  A streamlined strategy for aglycone assembly and glycosylation.

Authors:  Katherine M Partridge; Scott J Bader; Zachary A Buchan; Christopher E Taylor; John Montgomery
Journal:  Angew Chem Int Ed Engl       Date:  2013-10-21       Impact factor: 15.336

6.  Versatile set of orthogonal protecting groups for the preparation of highly branched oligosaccharides.

Authors:  Thomas J Boltje; Chunxia Li; Geert-Jan Boons
Journal:  Org Lett       Date:  2010-10-15       Impact factor: 6.005

7.  Halogen-bond-assisted radical activation of glycosyl donors enables mild and stereoconvergent 1,2-cis-glycosylation.

Authors:  Chen Zhang; Hao Zuo; Ga Young Lee; Yike Zou; Qiu-Di Dang; K N Houk; Dawen Niu
Journal:  Nat Chem       Date:  2022-04-11       Impact factor: 24.274

8.  Ketone hydrosilylation with sugar silanes followed by intramolecular aglycone delivery: an orthogonal glycosylation strategy.

Authors:  Zachary A Buchan; Scott J Bader; John Montgomery
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 9.  Opportunities and challenges in synthetic oligosaccharide and glycoconjugate research.

Authors:  Thomas J Boltje; Therese Buskas; Geert-Jan Boons
Journal:  Nat Chem       Date:  2009-11       Impact factor: 24.427

10.  Sugar Silanes: Versatile Reagents for Stereocontrolled Glycosylation via Intramolecular Aglycone Delivery.

Authors:  Jordan T Walk; Zachary A Buchan; John Montgomery
Journal:  Chem Sci       Date:  2015-06-01       Impact factor: 9.825

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