BENZYL OPROPYLIDENE-BETA-D-RIBO-1,4-PENTODIALDOFURANOSIDE AS A D-RIBOSE CHIRON FOR THE SYNTHESIS OF TERPENYL TETRAOLS AND AMINOTRIOLS

Authors
DUVOLD T FRANCIS GW PAPAIOANNOU D
Citation
T. Duvold et al., BENZYL OPROPYLIDENE-BETA-D-RIBO-1,4-PENTODIALDOFURANOSIDE AS A D-RIBOSE CHIRON FOR THE SYNTHESIS OF TERPENYL TETRAOLS AND AMINOTRIOLS, Tetrahedron letters, 36(18), 1995, pp. 3153-3156
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
18
Year of publication
1995
Pages
3153 - 3156
Database
ISI
SICI code
0040-4039(1995)36:18<3153:BOAAD>2.0.ZU;2-7
Abstract
Wittig condensation of title compound with a phosphorane derived from R -(+)-limonene followed by catalytic hydrogenation, provided a C-5 ex tended ribofuranose derivative, a model intermediate for the synthesis of terpenyl tetraols,via NaBH4 reduction, and terpenyl aminotriols vi a sequential pyridinium dichromate oxidation, ammonolysis and LiAlH4 r eduction.