The disarming effect of the 4,6-acetal group on glycoside reactivity: torsional or electronic?
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Mechanistic Investigations into the Application of Sulfoxides in Carbohydrate SynthesisIs donor-acceptor hydrogen bonding necessary for 4,6-O-benzylidene-directed beta-mannopyranosylation? Stereoselective synthesis of beta-C-mannopyranosides and alpha-C-glucopyranosides.Correlations between nucleophilicities and selectivities in the substitutions of tetrahydropyran acetalsVersatile set of orthogonal protecting groups for the preparation of highly branched oligosaccharidesStereoelectronic effects determine oxacarbenium vs β-sulfonium ion mediated glycosylationsSuperarmed and superdisarmed building blocks in expeditious oligosaccharide synthesis.Methodology development and physical organic chemistry: a powerful combination for the advancement of glycochemistry.Strong field coherent control of molecular torsions--Analytical models.Acceleration of acetal hydrolysis by remote alkoxy groups: evidence for electrostatic effects on the formation of oxocarbenium ions.Chemical synthesis and immunological evaluation of the inner core oligosaccharide of Francisella tularensis.Synthesis of lacto-N-tetraose.Strategies in synthesis of heparin/heparan sulfate oligosaccharides: 2000-present.An armed-disarmed approach for blocking aglycon transfer of thioglycosides.The effect of electrostatic interactions on conformational equilibria of multiply substituted tetrahydropyran oxocarbenium ions.Stereocontrolled synthesis of D- and L-beta-rhamnopyranosides with 4-O-6-S-alpha-cyanobenzylidene-protected 6-thiorhamnopyranosyl thioglycosides.Opportunities and challenges in synthetic oligosaccharide and glycoconjugate research.A propos of glycosyl cations and the mechanism of chemical glycosylation; the current state of the art.Epitope mapping of monoclonal antibodies using synthetic oligosaccharides uncovers novel aspects of immune recognition of the Psl exopolysaccharide of Pseudomonas aeruginosa.O-Glycosylation methods in the total synthesis of complex natural glycosides.Determination of the Influence of Side-Chain Conformation on Glycosylation Selectivity using Conformationally Restricted Donors.Probing the influence of protecting groups on the anomeric equilibrium in sialic acid glycosides with the persistent radical effectSilyl-protective groups influencing the reactivity and selectivity in glycosylations.Superarming common glycosyl donors by simple 2-O-benzoyl-3,4,6-tri-O-benzyl protection.A 3,4-trans-fused cyclic protecting group facilitates α-selective catalytic synthesis of 2-deoxyglycosides.Further studies on cation clock reactions in glycosylation: observation of a configuration specific intramolecular sulfenyl transfer and isolation and characterization of a tricyclic acetal.Imposing the trans/gauche conformation on a sialic acid donor with a 5-N,7-O-oxazinanone group: effect on glycosylation stereoselectivity.Stereocontrolled synthesis of the D- and L-glycero-beta-D-manno-heptopyranosides and their 6-deoxy analogues. Synthesis of methyl alpha-l-rhamno-pyranosyl-(1-->3)-D-glycero-beta-D-manno-heptopyranosyl- (1-->3)-6-deoxy-glycero-beta-D-manno-heptopyranProbing the influence of a 4,6-O-acetal on the reactivity of galactopyranosyl donors: verification of the disarming influence of the trans-gauche conformation of C5-C6 bonds.On the influence of the C2-O2 and C3-O3 bonds in 4,6-O-benzylidene-directed beta-mannopyranosylation and alpha-glucopyranosylation.On the use of 3,5-O-benzylidene and 3,5-O-(di-tert-butylsilylene)-2-O-benzylarabinothiofuranosides and their sulfoxides as glycosyl donors for the synthesis of beta-arabinofuranosides: importance of the activation method.Block synthesis of tetra- and hexasaccharides (beta-D-glycero-D-manno-Hep p-(1-->4)-[alpha-l-Rha p-(1-->3)-beta-D-glycero-D-manno-Hep p-(1-->4)]n-alpha-L-Rha p-OMe (n = 1 and 2)) corresponding to multiple repeat units of the glycan from the surface-Development of αGlcN(1↔1)αMan-based lipid A mimetics as a novel class of potent Toll-like receptor 4 agonists.Influence of side chain conformation and configuration on glycosyl donor reactivity and selectivity as illustrated by sialic acid donors epimeric at the 7-position.Influence of protecting groups on the anomeric equilibrium; case of the 4,6-O-benzylidene acetal in the mannopyranose seriesβ-Selective Glucosylation in the Absence of Neighboring Group Participation: Influence of the 3,4-O-Bisacetal Protecting System.Stereocontrolled 1,2-cis glycosylation as the driving force of progress in synthetic carbohydrate chemistry.Electrochemical generation of glycosyl triflate pools.Cation Clock Reactions for the Determination of Relative Reaction Kinetics in Glycosylation Reactions: Applications to Gluco- and Mannopyranosyl Sulfoxide and Trichloroacetimidate Type Donors.Does neighboring group participation by non-vicinal esters play a role in glycosylation reactions? Effective probes for the detection of bridging intermediates.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
P2860
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P2860
The disarming effect of the 4,6-acetal group on glycoside reactivity: torsional or electronic?
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2004 nî lūn-bûn
@nan
2004年の論文
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2004年学术文章
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2004年学术文章
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2004年学术文章
@zh-hans
2004年学术文章
@zh-my
2004年学术文章
@zh-sg
2004年學術文章
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2004年學術文章
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name
The disarming effect of the 4, ...... vity: torsional or electronic?
@en
The disarming effect of the 4, ...... vity: torsional or electronic?
@nl
type
label
The disarming effect of the 4, ...... vity: torsional or electronic?
@en
The disarming effect of the 4, ...... vity: torsional or electronic?
@nl
prefLabel
The disarming effect of the 4, ...... vity: torsional or electronic?
@en
The disarming effect of the 4, ...... vity: torsional or electronic?
@nl
P2093
P356
P1476
The disarming effect of the 4, ...... vity: torsional or electronic?
@en
P2093
Henrik Helligsø Jensen
Lars Ulrik Nordstrøm
Mikael Bols
P304
P356
10.1021/JA047578J
P407
P577
2004-08-01T00:00:00Z