Divergent approach to imino sugar C-glycosides using imino glycols; application to the stereocontrolled synthesis of (+)-deoxoprosophyline

Carbohydrates in synthesis

Smith, P

January 1986

The use of carbohydrates as starting materials for organic synthesis is illustrated by the synthesis...

Glycosyl cations in glycosylation reactions

Hansen, T.

November 2020

This thesis describes the use of a combined approach of computational and experimental techniques to...

Glycosyl Cross-Coupling with Diaryliodonium Salts: Access to Aryl C‑Glycosides of Biomedical Relevance

Duk Yi (4633090)
Feng Zhu (685)
Maciej A. Walczak (3114633)

March 2018

A stereospecific cross-coupling reaction of anomeric nucleophiles with diaryliodonium triflates resu...

Divergent approach to imino sugar C-glycosides using imino glycals:Application to the stereocontrolled synthesis of (+)-deoxoprosophylline

Dransfield, Paul J.
Gore, Paul M.
Shipman, Michael
Slawin, Alexandra M.Z.

January 2002

Tri-O-acetyl imino glucal 2 is readily made and shown to undergo a variety of Lewis acid mediated ca...

Preparation and reactivity of imino glycals: stereocontrolled, divergent approach to imino sugars

Dransfield, P J
Gore, P M
Prokes, I
Shipman, M
Slawin, A M Z

January 2003

The synthesis of 3,4,6-tri-O-acetyl imino D-glucal 2 from D-glucal is reported. This imino glycal pa...

Stereospecific synthesis of glycoside mimics through Migita-Kosugi-Stille cross-coupling reactions of chemically and configurationally stable 1-C-tributylstannyl iminosugars

Li, Sizhe
Jaszczyk, Justyna
Pannecoucke, Xavier
Poisson, Thomas
Martin, Olivier, A.J.
Nicolas, Cyril

September 2020

International audienceAn innovative and effective strategy for the synthesis of imino-C-glycosides i...

Reversing the stereoselectivity of a palladium-catalyzed O-glycosylation through an inner-sphere or outer-sphere pathway

Xiang, Shaohua
Hoang, Kim Le Mai
He, Jingxi
Tan, Yu Jia
Liu, Xue-Wei

January 2015

An efficient and concise method for the construction of various O-glycosidic bonds by a palladium-ca...

Highly stereoselective synthesis of imino-C-di- and trisaccharides as hydrolytically stable glycomimetics

Marca, Eduardo
Delso, J. Ignacio
Tejero, Tomás
Merino, Pedro

January 2012

A new straightforward route to glycomimetics containing a piperidine unit is reported. The key step ...

Synthèse stéréosélective d'iminosucre-C-glycosides par addition de réactifs organométalliques sur des N-tert-butanesulfinyl glycosylamines

Kamzol, Daniel
Neuville, Maxime
Cocaud, Chloé
Taffoureau, Baptiste
Lewiński, Krzysztof
Jaszczyk, Justyna
Martin, Olivier, R
Baś, Sebastian
Routier, Sylvain
Gillaizeau, Isabelle
Buron, Frédéric
Nicolas, Cyril

August 2023

International audienceA comprehensive study of the preparation and reactivity of N-tert-butanesulfin...

Study of silyl protecting groups in anomerisation reactions: Total synthesis of a glycolipid from Plakortis simplex and its mimetics

Roux, Amélie

February 2019

This thesis deals with anomerisation, which is, in other words, epimerisation at the anomeric centre...

Application of stereoselective reaction to form a β-(1→2) glycosidic bond in Calysolin’s IX disaccharide fragment synthesis

Baczewska, Paulina

Celem projektu było otrzymanie wiązania β-(1→2) glikozydowego pomiędzy dwiema pochodnymi glukopirano...

A convenient synthesis of iminosugar-C-glycosides via organometallic addition to N-benzyl-N-glycosylhydroxylamines

DONDONI, Alessandro
PERRONE, Daniela

January 2003

N-Benzyl-N-glycosylhydroxylamines were prepared in very good yield via condensation of furanoses and...

Methodology development for the synthesis of iminosugars

Hunt-Painter, Alex

April 2018

This thesis investigated the development and application of methodology for the synthesis of iminosu...

Amination intramoléculaire catalytique de liaisons C-H nonactivées: Application à la synthèse de C-glycosides originaux et de pipéridines polyfonctionnalisées

Toumieux, Sylvestre

December 2007

Fonctionalisation of unactivated C-H bonds is a tremendous challenge in organic chemistry. In this w...

Synthesis of Iminosugar C-Glycosides via Tandem Allylic Azide Rearrangement - Huisgen Cycloaddition

Moynihan, Lorna

December 2013

Iminosugars are naturally occurring polyhydroxylated alkaloids. These natural mimics of carbohydrate...

Carbohydrates in synthesis

Smith, P

January 1986

The use of carbohydrates as starting materials for organic synthesis is illustrated by the synthesis...

Glycosyl cations in glycosylation reactions

Hansen, T.

November 2020

This thesis describes the use of a combined approach of computational and experimental techniques to...

Glycosyl Cross-Coupling with Diaryliodonium Salts: Access to Aryl C‑Glycosides of Biomedical Relevance

Duk Yi (4633090)
Feng Zhu (685)
Maciej A. Walczak (3114633)

March 2018

A stereospecific cross-coupling reaction of anomeric nucleophiles with diaryliodonium triflates resu...

Divergent approach to imino sugar C-glycosides using imino glycals:Application to the stereocontrolled synthesis of (+)-deoxoprosophylline

Dransfield, Paul J.
Gore, Paul M.
Shipman, Michael
Slawin, Alexandra M.Z.

January 2002

Tri-O-acetyl imino glucal 2 is readily made and shown to undergo a variety of Lewis acid mediated ca...

Preparation and reactivity of imino glycals: stereocontrolled, divergent approach to imino sugars

Dransfield, P J
Gore, P M
Prokes, I
Shipman, M
Slawin, A M Z

January 2003

The synthesis of 3,4,6-tri-O-acetyl imino D-glucal 2 from D-glucal is reported. This imino glycal pa...

Stereospecific synthesis of glycoside mimics through Migita-Kosugi-Stille cross-coupling reactions of chemically and configurationally stable 1-C-tributylstannyl iminosugars

Li, Sizhe
Jaszczyk, Justyna
Pannecoucke, Xavier
Poisson, Thomas
Martin, Olivier, A.J.
Nicolas, Cyril

September 2020

International audienceAn innovative and effective strategy for the synthesis of imino-C-glycosides i...

Reversing the stereoselectivity of a palladium-catalyzed O-glycosylation through an inner-sphere or outer-sphere pathway

Xiang, Shaohua
Hoang, Kim Le Mai
He, Jingxi
Tan, Yu Jia
Liu, Xue-Wei

January 2015

An efficient and concise method for the construction of various O-glycosidic bonds by a palladium-ca...

Highly stereoselective synthesis of imino-C-di- and trisaccharides as hydrolytically stable glycomimetics

Marca, Eduardo
Delso, J. Ignacio
Tejero, Tomás
Merino, Pedro

January 2012

A new straightforward route to glycomimetics containing a piperidine unit is reported. The key step ...

Synthèse stéréosélective d'iminosucre-C-glycosides par addition de réactifs organométalliques sur des N-tert-butanesulfinyl glycosylamines

Kamzol, Daniel
Neuville, Maxime
Cocaud, Chloé
Taffoureau, Baptiste
Lewiński, Krzysztof
Jaszczyk, Justyna
Martin, Olivier, R
Baś, Sebastian
Routier, Sylvain
Gillaizeau, Isabelle
Buron, Frédéric
Nicolas, Cyril

August 2023

International audienceA comprehensive study of the preparation and reactivity of N-tert-butanesulfin...

Study of silyl protecting groups in anomerisation reactions: Total synthesis of a glycolipid from Plakortis simplex and its mimetics

Roux, Amélie

February 2019

This thesis deals with anomerisation, which is, in other words, epimerisation at the anomeric centre...

Application of stereoselective reaction to form a β-(1→2) glycosidic bond in Calysolin’s IX disaccharide fragment synthesis

Baczewska, Paulina

Celem projektu było otrzymanie wiązania β-(1→2) glikozydowego pomiędzy dwiema pochodnymi glukopirano...

A convenient synthesis of iminosugar-C-glycosides via organometallic addition to N-benzyl-N-glycosylhydroxylamines

DONDONI, Alessandro
PERRONE, Daniela

January 2003

N-Benzyl-N-glycosylhydroxylamines were prepared in very good yield via condensation of furanoses and...

Methodology development for the synthesis of iminosugars

Hunt-Painter, Alex

April 2018

This thesis investigated the development and application of methodology for the synthesis of iminosu...

Amination intramoléculaire catalytique de liaisons C-H nonactivées: Application à la synthèse de C-glycosides originaux et de pipéridines polyfonctionnalisées

Toumieux, Sylvestre

December 2007

Fonctionalisation of unactivated C-H bonds is a tremendous challenge in organic chemistry. In this w...

Synthesis of Iminosugar C-Glycosides via Tandem Allylic Azide Rearrangement - Huisgen Cycloaddition

Moynihan, Lorna

December 2013

Iminosugars are naturally occurring polyhydroxylated alkaloids. These natural mimics of carbohydrate...

Carbohydrates in synthesis

Smith, P

January 1986

The use of carbohydrates as starting materials for organic synthesis is illustrated by the synthesis...

Glycosyl cations in glycosylation reactions

Hansen, T.

November 2020

This thesis describes the use of a combined approach of computational and experimental techniques to...

Glycosyl Cross-Coupling with Diaryliodonium Salts: Access to Aryl C‑Glycosides of Biomedical Relevance

Duk Yi (4633090)
Feng Zhu (685)
Maciej A. Walczak (3114633)

March 2018

A stereospecific cross-coupling reaction of anomeric nucleophiles with diaryliodonium triflates resu...

Divergent approach to imino sugar C-glycosides using imino glycols; application to the stereocontrolled synthesis of (+)-deoxoprosophyline

Abstract

Extracted data

Divergent approach to imino sugar C-glycosides using imino glycols; application to the stereocontrolled synthesis of (+)-deoxoprosophyline

Abstract

Extracted data

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