Details

Autor(en) / Beteiligte

• Noël, Nathan
• Martinez, Agathe
• Massicot, Fabien
• Vasse, Jean-Luc
• Behr, Jean-Bernard

Titel

Kinetics of Strain-Promoted Alkyne-Nitrone Cycloadditions (SPANC) with Unprotected Carbohydrate Scaffolded Nitrones

Ist Teil von

• Organic letters, 2024-05, Vol.26 (18), p.3917-3922

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2024

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The use of unprotected carbohydrate-derived nitrones as partners in strain-promoted alkyne-nitrone cycloadditions was investigated as a new tool for bioconjugation. The observed second-order reactions displayed rate constants of 3.4 × 10–4–5.8 × 10–2 M–1 s–1, which is the common order of magnitude of reaction kinetics with other simple aliphatic or aromatic nitrones. Applicability of this method to aqueous media was demonstrated by performing a one-pot protocol, which combines sequential formation of the nitrone and cycloaddition with cyclooctyne in water.