REGIOSELECTIVE AND STEREOSELECTIVE BROMOALKOXYLATIONS OF -TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYLOXYMETHYLENE) CARBONYL-COMPOUNDS - A ROUTE TOSTEREOPURE ALPHA-BROMO-ALPHA-DIOXYMETHYL CARBONYL-COMPOUNDS

Authors
IDRIS MS LARSEN DS SCHOFIELD A STOODLEY RJ TIFFIN PD
Citation
Ms. Idris et al., REGIOSELECTIVE AND STEREOSELECTIVE BROMOALKOXYLATIONS OF -TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYLOXYMETHYLENE) CARBONYL-COMPOUNDS - A ROUTE TOSTEREOPURE ALPHA-BROMO-ALPHA-DIOXYMETHYL CARBONYL-COMPOUNDS, Tetrahedron letters, 36(18), 1995, pp. 3251-3254
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
18
Year of publication
1995
Pages
3251 - 3254
Database
ISI
SICI code
0040-4039(1995)36:18<3251:RASBO->2.0.ZU;2-U
Abstract
Compounds 3a-d and 6a react with N-bromosuccinimide and propan-1-ol to give mainly the bromopropoxy adducts 8gh,c,i and 14; the adducts 8c,h are converted into the ethylene acetals 16a,b in the presence of etha ne-1,2-diol and trifluoroacetic acid.