Work

An improved and general synthesis of N-glycosylated oxindoles by SET-reduction of isatin-N-glycosides

Year: 2026

Type: article

Abstract: Oxindole- N -glycosides were efficiently prepared by reduction of acetyl- and formyl protected isatin- N -glycosides with low-valent titanium and following cleavage of the protecting groups under basic conditions. The products could be isolated as pure anomers – no noticeable anomerization took place. • A variety of oxindole- N -glycosides were efficiently prepared from readily available starting materials. • The products were isolated as pure anomers. • Products could be deprotected and are not readily available by other methods.

Source: Tetrahedron Letters

DOI: 10.1016/j.tetlet.2026.156004

Authors: Martin Hein, Anna Frey, Dirk Michalik, Peter Ehlers, Peter Langer

Institutions: University of Rostock, Leibniz Institute for Catalysis

Language: English

Topic: Carbohydrate Chemistry and Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $3,610

Funders: Europäischer Sozialfonds, Ministerium für Bildung, Wissenschaft und Kultur Mecklenburg-Vorpommern, European Social Fund