Literature DB >> 20333634

Stereoselective synthesis of alpha-keto-deoxy-D-glycero-D-galacto-nonulosonic acid glycosides by means of the 4,5-O-carbonate protecting group.

David Crich1, Chandrasekhar Navuluri.   

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Year:  2010        PMID： 20333634      PMCID： PMC3064762          DOI： 10.1002/anie.200907178

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


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  14 in total

1.  Stereoselective synthesis of oligo-alpha-(2,8)-sialic acids.

Authors:  Hiroshi Tanaka; Yuji Nishiura; Takashi Takahashi
Journal:  J Am Chem Soc       Date:  2006-06-07       Impact factor: 15.419

Review 2.  KDN (deaminated neuraminic acid): dreamful past and exciting future of the newest member of the sialic acid family.

Authors:  Sadako Inoue; Ken Kitajima
Journal:  Glycoconj J       Date:  2006-07       Impact factor: 2.916

3.  Identification and partial characterization of soluble and membrane-bound KDN(deaminoneuraminic acid)-glycoproteins in human ovarian teratocarcinoma PA-1, and enhanced expression of free and bound KDN in cells cultured in mannose-rich media.

Authors:  Sadako Inoue; Geetha L Poongodi; Nimmagadda Suresh; Tschining Chang; Yasuo Inoue
Journal:  Glycoconj J       Date:  2006-07       Impact factor: 2.916

4.  Enzymatic synthesis of Kdn oligosaccharides by a bacterial alpha-(2-->6)-sialyltransferase.

Authors:  Y Kajihara; S Akai; T Nakagawa; R Sato; T Ebata; H Kodama; K Sato
Journal:  Carbohydr Res       Date:  1999-01-31       Impact factor: 2.104

5.  Stereocontrolled formation of beta-glucosides and related linkages in the absence of neighboring group participation: influence of a trans-fused 2,3-O-carbonate group.

Authors:  David Crich; Prasanna Jayalath
Journal:  J Org Chem       Date:  2005-09-02       Impact factor: 4.354

Review 6.  The use of cyclic bifunctional protecting groups in oligosaccharide synthesis--an overview.

Authors:  Remy E J N Litjens; Leendert J van den Bos; Jeroen D C Codée; Herman S Overkleeft; Gijsbert A van der Marel
Journal:  Carbohydr Res       Date:  2006-09-27       Impact factor: 2.104

7.  alpha-selective sialylations at -78 degrees C in nitrile solvents with a 1-adamantanyl thiosialoside.

Authors:  David Crich; Wenju Li
Journal:  J Org Chem       Date:  2007-09-07       Impact factor: 4.354

8.  Efficient glycosidation of a phenyl thiosialoside donor with diphenyl sulfoxide and triflic anhydride in dichloromethane.

Authors:  David Crich; Wenju Li
Journal:  Org Lett       Date:  2006-03-02       Impact factor: 6.005

9.  Stereoselective iterative one-pot synthesis of N-glycolylneuraminic acid-containing oligosaccharides.

Authors:  David Crich; Baolin Wu
Journal:  Org Lett       Date:  2008-08-21       Impact factor: 6.005

10.  Stereoselective Synthesis of alpha(2,9) Di- to Tetrasialic Acids, Using a 5,4-N,O-Carbonyl Protected Thiosialoside.

Authors:  Hiroshi Tanaka; Yuji Nishiura; Takashi Takahashi
Journal:  J Org Chem       Date:  2009-06-05       Impact factor: 4.354
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  15 in total

1.  Practical synthesis of 2-keto-3-deoxy-D-glycero-D-galactononulosonic acid (KDN).

Authors:  David Crich; Chandrasekhar Navuluri
Journal:  Org Lett       Date:  2011-11-09       Impact factor: 6.005

2.  Influence of the O3 protecting group on stereoselectivity in the preparation of C-mannopyranosides with 4,6-O-benzylidene protected donors.

Authors:  David Crich; Indrajeet Sharma
Journal:  J Org Chem       Date:  2010-11-11       Impact factor: 4.354

3.  Pre-activation Based Stereoselective Glycosylations.

Authors:  Bo Yang; Weizhun Yang; Sherif Ramadan; Xuefei Huang
Journal:  European J Org Chem       Date:  2017-12-28

4.  Influence of protecting groups on the anomeric equilibrium; case of the 4,6-O-benzylidene acetal in the mannopyranose series.

Authors:  Indrajeet Sharma; Luis Bohé; David Crich
Journal:  Carbohydr Res       Date:  2012-06-07       Impact factor: 2.104

5.  Use of Phenols as Nucleophiles in the Zbiral Oxidative Deamination of N-Acetyl Neuraminic Acid: Isolation and Characterization of Tricyclic 3-Keto-2-deoxy-nonulosonic Acid (KDN) Derivatives via an Intermediate Vinyl Diazonium Ion.

Authors:  Mohammed Hawsawi; Anura Wickramasinghe; David Crich
Journal:  J Org Chem       Date:  2019-10-29       Impact factor: 4.354

6.  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

7.  Oxidative deamination of amino sugars: recent advances.

Authors:  Vikram A Sarpe; David Crich
Journal:  Carbohydr Chem       Date:  2001-03-06

8.  Synthesis and Stereocontrolled Equatorially Selective Glycosylation Reactions of a Pseudaminic Acid Donor: Importance of the Side-Chain Conformation and Regioselective Reduction of Azide Protecting Groups.

Authors:  Bibek Dhakal; David Crich
Journal:  J Am Chem Soc       Date:  2018-10-25       Impact factor: 15.419

9.  Influence of protecting groups on O- and C-glycosylation with neuraminyl and ulosonyl dibutylphosphates.

Authors:  Riku Ogasahara; Shuay Abdullayev; Vikram A Sarpe; Appi Reddy Mandhapati; David Crich
Journal:  Carbohydr Res       Date:  2020-07-28       Impact factor: 2.104

10.  Oxidative Deamination of N-Acetyl Neuraminic Acid: Substituent Effects and Mechanism.

Authors:  Szymon Buda; David Crich
Journal:  J Am Chem Soc       Date:  2016-01-15       Impact factor: 15.419
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