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Regio- and stereo-selective synthesis of aryl 2-deoxy-C-glycopyranosides by palladium-catalyzed Heck coupling reactions of glycals and aryl iodides.
- Source :
-
Organic & biomolecular chemistry [Org Biomol Chem] 2009 Sep 21; Vol. 7 (18), pp. 3855-61. Date of Electronic Publication: 2009 Jul 20. - Publication Year :
- 2009
-
Abstract
- The Heck coupling of aryl iodides with pyranoid glycals using a catalytic amount of Pd(OAc)(2) to form pyranoid aryl C-glycosides has been achieved. The reaction takes place smoothly in the presence of Ag(2)CO(3) and Cu(OAc)(2) (or DMSO) in acetonitrile. This arylation process, which occurs in a highly regio- and stereo-selective manner, provides a simple, mild, and efficient approach to the synthesis of aryl 2-deoxy-C-glycopyranosides.
Details
- Language :
- English
- ISSN :
- 1477-0539
- Volume :
- 7
- Issue :
- 18
- Database :
- MEDLINE
- Journal :
- Organic & biomolecular chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 19707693
- Full Text :
- https://doi.org/10.1039/b909248j