DIBUTYLSTANNYLENE ACETALS - USEFUL INTERMEDIATES FOR THE REGIOSELECTIVE SULFATION OF GLYCOSIDES

Authors
GUILBERT B DAVIS NJ PEARCE M APLIN RT FLITSCH SL
Citation
B. Guilbert et al., DIBUTYLSTANNYLENE ACETALS - USEFUL INTERMEDIATES FOR THE REGIOSELECTIVE SULFATION OF GLYCOSIDES, Tetrahedron : asymmetry, 5(11), 1994, pp. 2163-2178
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
11
Year of publication
1994
Pages
2163 - 2178
Database
ISI
SICI code
0957-4166(1994)5:11<2163:DA-UIF>2.0.ZU;2-O
Abstract
Sulfated mono- and disaccharides were synthesised by a novel sulfation method via regioselective activation of the saccharides to their dibu tyltin stannylene acetals, followed by treatment with sulfur trioxide- trimethylamine. This methodology was applied to the synthesis of 3'-su lfated lactosides 15 and 23, galactosylceramide sulfatide 3 and 2'-sul fated maltosides 30, 32 and 34.