STEREOSELECTIVE SYNTHESIS OF ALPHA-C-GLYCOPYRANOSYL ISOPRENOID COMPOUNDS

Citation
A. Jegou et al., STEREOSELECTIVE SYNTHESIS OF ALPHA-C-GLYCOPYRANOSYL ISOPRENOID COMPOUNDS, Synlett, (1), 1998, pp. 81
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
09365214
Issue
1
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):1<81:SSOAIC>2.0.ZU;2-G
Abstract
Addition of the allylsilane Me3SiCH2C:CH2CH2CO2Me (3) to D-gluco and D -galactopyranosyl derivatives gives in good yields 3-(alpha-C-glycopyr anosylmethyl)-but-3-enoates which can undergo oxidation to beta-ketoes ters, electrophile-promoted cyclizations or-double bond migration.