Abstract
(Matrix presented) Palladium(0)-catalyzed cross-coupling reactions between tris(dihydropyranyl)indium 1 and aryl halides 2 have been investigated. Aryl iodides and electron-deficient aryl bromides couple efficiently with the in situ-generated indium reagents in the presence of 1-5 mol % Cl 2Pd(PPh3)2 to produce substituted dihydropyrans 3 with minimal (<10%) dimer (4) formation. Organoindium reagents derived from D-glucal also undergo cross couplings with aryl iodides to produce C-aryl glycals.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 2405-2408 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 5 |
| Issue number | 14 |
| DOIs | |
| State | Published - Jul 10 2003 |
| Externally published | Yes |
ASJC Scopus subject areas
- Molecular Medicine
Fingerprint Dive into the research topics of 'Palladium-catalyzed cross-coupling reactions between dihydropyranylindium reagents and aryl halides. Synthesis of C-aryl glycals'. Together they form a unique fingerprint.
Cite this
Lehmann, U., Awasthi, S., & Minehan, T. (2003). Palladium-catalyzed cross-coupling reactions between dihydropyranylindium reagents and aryl halides. Synthesis of C-aryl glycals. Organic Letters, 5(14), 2405-2408. https://doi.org/10.1021/ol0345428