نتایج جستجو برای: anomeric based oxidation

تعداد نتایج: 3036890  

Journal: :ACS Catalysis 2021

Anomeric C–H bond activation is an unsolved long-standing synthetic challenge. Herein, we report a diastereoselective Pd-catalyzed anomeric C(sp3)–H methodology that allows the synthesis of elusive C-(hetero)aryl glycosides with exclusive α-selectivity.

Journal: :Analytical chemistry 2017
Christopher J Gray Baptiste Schindler Lukasz G Migas Martina Pičmanová Abdul R Allouche Anthony P Green Santanu Mandal Mohammed S Motawia Raquel Sánchez-Pérez Nanna Bjarnholt Birger L Møller Anouk M Rijs Perdita E Barran Isabelle Compagnon Claire E Eyers Sabine L Flitsch

The lack of robust, high-throughput, and sensitive analytical strategies that can conclusively map the structure of glycans has significantly hampered progress in fundamental and applied aspects of glycoscience. Resolution of the anomeric α/β glycan linkage within oligosaccharides remains a particular challenge. Here, we show that "memory" of anomeric configuration is retained following gas-pha...

Journal: :Carbohydrate research 2009
Lorenzo Guazzelli Giorgio Catelani Felicia D'Andrea Alessia Giannarelli

A new stereoselective preparation of N-aceyl-D-galactosamine (1b) starting from the known p-methoxyphenyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-beta-D-galactopyranoside (10) is described using a simple strategy based on (a) epimerization at C-2 of 10 via oxidation-reduction to give the talo derivative 11, (b) amination with configurational inversion at C-2 of 11 via a S(N)2-type re...

Journal: :Chemistry 2013
Changwei Wang Zhenhua Chen Wei Wu Yirong Mo

The generalized anomeric effect refers to the conformational preference of a gauche structure over an anti structure for molecules with a R-X-C-Y moiety. Whereas there are conflicting reports regarding the origin of this ubiquitous effect, a general consensus is that both the steric (more specifically electrostatic) and hyperconjugative interactions contribute. Here we employed the block-locali...

Journal: :Artificial DNA: PNA & XNA 2014

Journal: :Organic & biomolecular chemistry 2013
Glauco F Bauerfeldt Thiago M Cardozo Márcio S Pereira Clarissa O da Silva

The origin of the anomeric effect has remained an open question. After Mo demonstrated that hyperconjugation is not responsible for the anomeric effect [Y. Mo, Nature Chem., 2010, 2, 666.], electrostatic interactions and Pauli repulsions have been at the center of this debate. In this work, the total energies of the most stable rotamers of the equatorial and axial anomers of fluoro, hydroxyl, c...

Fatemeh Azarakhshi Mehrnoosh Khaleghian Nazanin Farhadyar

The quantum-chemical calculations on the conformational properties of 2-flouro-2-oxo- 1,3,2-dioxaphosphorinane (1), 2-choloro-2-oxo-1,3,2-dioxaphosphorinane (2) and 2-bromo- 2-oxo-1,3,2-dioxaphosphorinane (3) have been investigated by means of ab initio molecular orbital (HF/6-311+G**) and hybrid density functional theory (B3LYP/6-311+G**) based methods and Natural Bond Orbital (NBO) interpreta...

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