A NEW METHOD FOR THE SYNTHESIS OF FLUORO-CARBOHYDRATES AND GLYCOSIDESUSING SELECTFLUOR

Authors
BURKART MD ZHANG ZY HUNG SC WONG CH
Citation
Md. Burkart et al., A NEW METHOD FOR THE SYNTHESIS OF FLUORO-CARBOHYDRATES AND GLYCOSIDESUSING SELECTFLUOR, Journal of the American Chemical Society, 119(49), 1997, pp. 11743-11746
Citations number
36
Journal title
Journal of the American Chemical Society → ACNP
ISSN journal
00027863
Volume
119
Issue
49
Year of publication
1997
Pages
11743 - 11746
Database
ISI
SICI code
0002-7863(1997)119:49<11743:ANMFTS>2.0.ZU;2-J
Abstract
This paper describes a high-yield, one-step synthesis of 2-deoxy-2-flu oro sugars and their glycosides from glycals using the available elect rophilic fluorination reagent omethyl-4-fluoro-1,4-diazoniabicyclol[2. 2.2]octane bis(tetrafluoroborate) (Selectfluor) in the presence of a n ucleophile. The method was further expanded to the synthesis of glycos yl fluorides and glycosides from anomeric hydroxy or thioglycoside der ivatives.