Journal
ORGANIC LETTERS
Volume 20, Issue 7, Pages 1936-1940Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00475
Keywords
-
Categories
Funding
- University of Colorado at Boulder
- NIH [RR026641]
Ask authors/readers for more resources
A stereospecific cross-coupling reaction of anomeric nucleophiles with diaryliodonium triflates resulting in the synthesis of aryl C-glycosides is reported. This process capitalizes on a stereoretentive reaction of configurationally stable C1 stannanes and is promoted by a palladium catalyst in the presence of a bulky phosphine ligand that suppresses the undesired beta-elimination. The utility of this reaction has been demonstrated in the preparation of a series of C-glycosides derived from common saccharides resulting in exdusive transfer of anomeric configuration from the anomeric nucleophile to the product, and in the synthesis of empagliflozin, a commercial antidiabetic drug.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available