(Q43149036)

English

4,6-O-[1-cyano-2-(2-iodophenyl)ethylidene] acetals. improved second-generation acetals for the stereoselective formation of beta-D-mannopyranosides and regioselective reductive radical fragmentation to beta-D-rhamnopyranosides. scope and limitations

scientific article published in April 2006

In more languages

Statements

scholarly article

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

4,6-O-[1-cyano-2-(2-iodophenyl)ethylidene] acetals. improved second-generation acetals for the stereoselective formation of beta-D-mannopyranosides and regioselective reductive radical fragmentation to beta-D-rhamnopyranosides. scope and limitations (English)

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

stereoselectivity

1 reference

based on heuristic

inferred from title

1

object named as

David Crich

1 reference

Europe PubMed Central

14 November 2017

PMC publication ID

author name string

Albert A Bowers

2

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

language of work or name

0 references

publication date

1 April 2006

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

Journal of Organic Chemistry

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

71

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

9

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

3452-3463

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

Synthesis of anemoclemoside B, the first natural product with an open-chain cyclic acetal glycosidic linkage

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

25 May 2018

Direct chemical synthesis of the beta-D-mannans: the beta-(1-->2) and beta-(1-->4) series

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

25 May 2018

The structure of the O-specific polysaccharide from Thiobacillus ferrooxidans IFO 14262

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

25 May 2018

Binding specificity of serum amyloid P component for the pyruvate acetal of galactose

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

25 May 2018

The design and synthesis of antibody binding site probes: three pentasaccharide analogues of the Brucella A antigen prepared by activation in situ of thioglycosides with bromine

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

25 May 2018

Glycosyl disulfides: novel glycosylating reagents with flexible aglycon alteration

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

First synthesis of the beta-D-rhamnosylated trisaccharide repeating unit of the O-antigen from Xanthomonas campestris pv. campestris 8004.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Structure-dependent modulation of a pathogen response in plants by synthetic O-antigen polysaccharides

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Synthesis of the trisaccharide repeating unit of the atypical O-antigen polysaccharide from Danish Helicobacter pylori strains employing the 2'-carboxybenzyl glycoside.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Mechanism of 4,6-O-benzylidene-directed beta-mannosylation as determined by alpha-deuterium kinetic isotope effects

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

The disarming effect of the 4,6-acetal group on glycoside reactivity: torsional or electronic?

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Solid-phase synthesis of complex oligosaccharides using a novel capping reagent

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Regiocontrol in the oxidative radical fragmentation of benzilidene acetals and its mechanistic implications

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

The 3,4-O-Carbonate Protecting Group as a β-Directing Group in Rhamnopyranosylation in Both Homogeneous and Heterogeneous Glycosylations As Compared to the Chameleon-like 2,3-O-Carbonates

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

2,3-anhydrosugars in glycoside bond synthesis. NMR and computational investigations into the mechanism of glycosylations with 2,3-anhydrofuranosyl glycosyl sulfoxides

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Deoxygenation of carbohydrates by thiol-catalysed radical-chain redox rearrangement of the derived benzylidene acetals

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Toward fully synthetic N-linked glycoproteins

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Structural elucidation of the O-chain of the lipopolysaccharide from Xanthomonas campestris strain 8004.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

A simple method for preparation of D-rhamnose

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Structure of the O-polysaccharide of Pseudomonas putida FERM P-18867.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Synthesis of the Salmonella type E(1) core trisaccharide as a probe for the generality of 1-(benzenesulfinyl)piperidine/triflic anhydride combination for glycosidic bond formation from thioglycosides

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Confirmation of the connectivity of 4,8,12,16,20-pentamethylpentacosylphoshoryl beta-D-mannopyranoside, an unusual beta-mannosyl phosphoisoprenoid from Mycobacterium avium, through synthesis

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

1-Benzenesulfinyl piperidine/trifluoromethanesulfonic anhydride: a potent combination of shelf-stable reagents for the low-temperature conversion of thioglycosides to glycosyl triflates and for the formation of diverse glycosidic linkages

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Template-directed C-H insertion: synthesis of the dioxabicyclo[3.2.1]octane core of the zaragozic acids.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Structure of the O-specific polysaccharides of the lipopolysaccharides of Xanthomonas campestris pv. vignicola GSPB 2795 and GSPB 2796.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Total synthesis of everninomicin 13,384-1--Part 3: synthesis of the DE fragment and completion of the total synthesis.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4664482

15 August 2018

Structural elucidation of two polysaccharides present in the lipopolysaccharide of a clinical isolate of Burkholderia cepacia

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Identification of the lipopolysaccharide O-chain of Escherichia hermannii (ATCC 33651) as a D-rhamnan

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Chemistry of 4,6-O-Benzylidene-D-glycopyranosyl Triflates: Contrasting Behavior between the Gluco and Manno Series

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

The preparation of D-rhamnose from methyl alpha-d-mannopyranoside

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Direct synthesis of beta-mannans. A hexameric [-->3)-beta-D-Man-(1](3) subunit of the antigenic polysaccharides from Leptospira biflexa and the octameric (1-->2)-linked beta-D-mannan of the Candida albicans phospholipomannan. X-ray crystal structure

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Structure of the O20 antigen of Stenotrophomonas (Xanthomonas or Pseudomonas) maltophilia

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Benzylidene acetal fragmentation route to 6-deoxy sugars: direct reductive cleavage in the presence of ether protecting groups, permitting the efficient, highly stereocontrolled synthesis of beta-D-rhamnosides from D-mannosyl glycosyl donors. Total

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Ph2SO/Tf2O: a Powerful Promotor System in Chemoselective Glycosylations Using Thioglycosides

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Somatic antigens of pseudomonads: Structure of the O-specific polysaccharide chain of Pseudomonas syringae pv. tabaci 225 (serogroup VIII) lipopolysaccharide

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Direct synthesis of the beta-l-rhamnopyranosides

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Facile bromination by N-bromosuccinimide of benzylidene acetals of carbohydrates. Application to the synthesis of 2,6-imino carbohydrates (substituted 2,5-oxazabicyclo[2.2.2] octanes)

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

The 4,6-O-[alpha-(2-(2- iodophenyl)ethylthiocarbonyl)benzylidene] protecting group: stereoselective glycosylation, reductive radical fragmentation, and synthesis of beta-D-rhamnopyranosides and other deoxy sugars

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Chemical synthesis of normal and transformed PSA glycopeptides

1 reference

https://pubmed.ncbi.nlm.nih.gov/16626126

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Identifiers

10.1021/JO0526688

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

release_rs224yddunchjfodl6htksovqu

1 reference

https://api.fatcat.wiki/v0/release/rs224yddunchjfodl6htksovqu

24 November 2022

based on heuristic

mapped directly with Wikidata item

PMC publication ID

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

PubMed publication ID

1 reference

Europe PubMed Central

PMC publication ID

14 November 2017

Sitelinks

Wikipedia(0 entries)

Wikibooks(0 entries)

Wikinews(0 entries)

Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(0 entries)

Retrieved from "https://www.wikidata.org/w/index.php?title=Q43149036&oldid=1844523375"