Recent Development in Self-Promoted N-Glycosylation

<none>

Programme Social programme Plenary speakers Keynote speakers 1st EuroCarb Young Researcher (ECYR) Workshop CarboMet Workshop Mini symposium: Glycobiology at the LUMC and beyond Favourites/Agenda

Social programme

Plenary speakers

Keynote speakers

1st EuroCarb Young Researcher (ECYR) Workshop

CarboMet Workshop

Mini symposium: Glycobiology at the LUMC and beyond

Favourites/Agenda

Photos

Venue & Travel Venue Accommodation City of Leiden Travel directions

Venue

Accommodation

City of Leiden

Travel directions

Committees

Home

Recent Development in Self-Promoted N-Glycosylation

Christian M. Pedersen 1 , Michael M. Nielsen, Patrycja Mala, Eirikur Baldursson

1 University of Copenhagen, Copenhagen O, Denmark

Anomeric sets of glycosyl trichloroacetimidates have been used as glycosyl donors together with carbamate protected sulfonamides for the synthesis of protected N-glycosides. The reaction is self-promoted and hence no additives or catalysts are added. 1,2-Trans axial trichloroacetimidates are stereo-specifically substituted, whereas the selectivity drops when having equatorial trichloroacetimidates. NMR studies suggest that the decrease in stereo-specificity is partly due to an anomerisation of the trichloroacetimidiate. Mechanistic studies based on NMR furthermore suggest a SN1 type reaction. The N-carbamate and the N-sulfonyl groups are furthermore shown to be orthogonally cleaved allowing further functionalization of the N-glycosides.

Contact eurocarb@eurocarb2019.com for general questions about EUROCARB2019, or codee@eurocarb2019.com for scientific questions.

Leiden University / Leiden Institute of Chemistry lic.leidenuniv.nl

European Carbohydrate Organisation

Congress by Design www.congressbydesign.com