Stereoselective C-glycoside formation by a rhodium(I)-catalyzed 1,4-addition of arylboronic acids to acetylated enones derived from glycals

Authors
Ramnauth, J Poulin, O Bratovanov, SS Rakhit, S Maddaford, SP
Citation
J. Ramnauth et al., Stereoselective C-glycoside formation by a rhodium(I)-catalyzed 1,4-addition of arylboronic acids to acetylated enones derived from glycals, ORG LETT, 3(16), 2001, pp. 2571-2573
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
16
Year of publication
2001
Pages
2571 - 2573
Database
ISI
SICI code
1523-7060(20010809)3:16<2571:SCFBAR>2.0.ZU;2-C
Abstract
[GRAPHICS] A new method for the formation of C-glycosides has been developed employing a cationic rhodium(I)-catalyzed 1,4-addition of arylboronic acids to enone s derived from glycals. The reaction is stereoselective for the (x-anomer a nd is highly dependent on the nature of the rhodium catalyst.