Stereoselective C-glycosylation of 2,3-dideoxyribofuranosides controlled by the methylenephosphonothioate functional groups at the 3-position

Authors
Yokomatsu, T Sada, T Shimizu, T Shibuya, S
Citation
T. Yokomatsu et al., Stereoselective C-glycosylation of 2,3-dideoxyribofuranosides controlled by the methylenephosphonothioate functional groups at the 3-position, HETEROCYCLE, 52(2), 2000, pp. 515-518
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
2
Year of publication
2000
Pages
515 - 518
Database
ISI
SICI code
0385-5414(20000201)52:2<515:SCO2CB>2.0.ZU;2-A
Abstract
C-Glycosylation of 2,3-dideoxyribofuranoside (3) having a methylenephosphon othioate functional group at the 3-position with allylic carbon-nucleophile s was examined in the presence of a variety of Lewis acids. Good beta-selec tivity with high chemical yield was observed upon using allyltrimethylsilan e as a carbon nucleophile.