Publications de Nina Declas | EPFL Graph Search

Development of Hetero-Vinylbenziodoxolone Reagents for Applications in Synthetic Methodology and Biomolecule Functionalization

Among the numerous existing chemical motifs, alkenes, alkynes, enol ethers and enamides, with an unsaturated carbon-carbon bond, are versatile functional groups that are found in many natural products and bioactive compounds. They are widely used as valuab ...

EPFL2023

Tyrosine bioconjugation with hypervalent iodine

Jérôme Waser, Natalia Gasilova, Laure Menin, Nina Declas

Hypervalent iodine reagents have recently emerged as powerful tools for late-stage peptide and protein functionalization. Herein we report a tyrosine bioconjugation methodology for the introduction of hypervalent iodine onto biomolecules under physiologica ...

2022

Tyrosine bioconjugation with hypervalent iodine (vol 13, pg 12808, 2022)

Jérôme Waser, Natalia Gasilova, Laure Menin, Nina Declas

Correction for 'Tyrosine bioconjugation with hypervalent iodine' by Nina Declas et al., Chem. Sci., 2022, 13, 12808-12817, https://doi.org/10.1039/D2SC04558C. ...

2022

Vinylbenziodoxol(on)es: Synthetic Methods and Applications

Jérôme Waser, Guillaume Dominique Pisella, Nina Declas

Cyclic hypervalent iodine reagents are now frequently used in synthetic organic chemistry, either as oxidants or group-transfer reagents. Vinylbenziodoxol(on)es (VBXs) bearing alkene substituents have been less investigated than the corresponding trifluoro ...

2020

Access to Vinyl Ethers and Ketones with Hypervalent Iodine Reagents as Oxy-Allyl Cation Synthetic Equivalents

Jérôme Waser, Nina Declas

We report an Umpolung strategy of enol ethers to generate oxy-allyl cation equivalents based on the use of hypervalent iodine reagents. Under mild basic conditions, the addition of nucleophiles to aryloxy-substituted vinylbenziodoxolone (VBX) reagents, eas ...

Wiley-VCH Verlag GmbH2020

Stereoselective synthesis of alkyl-, aryl-, vinyl- and alkynyl-substituted Z-enamides and enol ethers

Jérôme Waser, Matthew Wodrich, Paola Caramenti, Romain Gaëtan Tessier, Nina Declas

Enamides and enol ethers are valuable building blocks in synthetic chemistry, yet their stereoselective synthesis can be challenging. Herein, we report a new stereoselective synthesis of vinyl, aryl, alkynyl, alkyl and thio-substituted Z-enamides and enol ...

2019

Revisiting the Urech Synthesis of Hydantoins: Direct Access to Enantiopure 1,5-Substituted Hydantoins Using Cyanobenziodoxolone

Jérôme Waser, Franck Le Vaillant, Nina Declas

A method for the synthesis of enantiopure 1,5-substituted hydantoins was developed using a hypervalent iodine cyanation reagent (cyanobenziodoxolone, CBX) as a source of electrophilic carbon. Starting from inexpensive commercially available enantiopure pro ...

2019