(1-1)-linked C-disaccharides - Synthesis of bis(beta-D-galactopyranosyl)methane

Citation
B. Patro et Rr. Schmidt, (1-1)-linked C-disaccharides - Synthesis of bis(beta-D-galactopyranosyl)methane, J CARB CHEM, 19(7), 2000, pp. 817-826
Citations number
22
Categorie Soggetti
Chemistry & Analysis
Journal title
JOURNAL OF CARBOHYDRATE CHEMISTRY
ISSN journal
07328303 → ACNP
Volume
19
Issue
7
Year of publication
2000
Pages
817 - 826
Database
ISI
SICI code
0732-8303(2000)19:7<817:(C-SOB>2.0.ZU;2-D
Abstract
Bis[C-(galactal-1-yl)]carbinol derivative 2, which is readily obtained by t ransformation of galactal into a vinyl carbanion and then reaction with a C -1-electrophile, was transformed into the title compound (Ib). The procedur e required first temporary protection of the carbinol hydroxy group and sub sequent transformation of the galactal moiety into the galactopyranosyl moi ety. Then deoxygenation of the carbinol and final deprotection could be car ried out.