Details

Autor(en) / Beteiligte

• Escolano, Marcos
• Cabrera-Afonso, María Jesús
• Ribagorda, Maria
• Badir, Shorouk O
• Molander, Gary A

Titel

Nickel-Mediated Synthesis of Non-Anomeric C‑Acyl Glycosides through Electron Donor–Acceptor Complex Photoactivation

Ist Teil von

• Journal of organic chemistry, 2022-04, Vol.87 (7), p.4981-4990

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2022

Link zum Volltext

Quelle

MEDLINE

Beschreibungen/Notizen

• The preparation of nonanomeric C-acyl-saccharides has been developed from two different carboxylic acid feedstocks. This transformation is driven by the synergistic interaction of an electron donor–acceptor complex and Ni catalysis. Primary-, secondary-, and tertiary redox-active esters are incorporated as coupling partners onto preactivated pyranosyl- and furanosyl acids, preserving their stereochemical integrity. The reaction occurs under mild conditions, without stoichiometric metal reductants or exogenous catalysts, using commercially available Hantzsch ester as the organic photoreductant.