Abstract
Iminosugar C-glycosides are valuable entities in medicinal chemistry. Herein we disclose a collective synthesis approach to such compounds, in a route that features a remarkably stable, fully characterised, ribose-derived iminium salt as a key intermediate. Addition of organometallic reagents to this key intermediate delivers a variety of iminosugar C-glycoside products in high yields and with excellent stereocontrol.
Original language | English |
---|---|
Pages (from-to) | 7222-7225 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 55 |
Issue number | 52 |
DOIs | |
Publication status | Published - 2014 |
Externally published | Yes |
Keywords
- Iminosugar
- Iminocyclitol
- Polyhydroxylated alkaloid
- Iminium salt
- Aminonitrile
- Ring-closing metathesis