Stereoselective synthesis of beta-C-Allyl- and beta-C-propargyl-D-arabinofuranosides
| Title | Stereoselective synthesis of beta-C-Allyl- and beta-C-propargyl-D-arabinofuranosides |
| Publication Type | Journal Article |
| Year of Publication | 2008 |
| Authors | Ramana, CV, Narute, SB, Gonnade, RG, Patil, RS |
| Journal | Synthesis-Stuttgart |
| Issue | 11 |
| Pagination | 1783-1787 |
| Date Published | JUN |
| ISSN | 0039-7881 |
| Keywords | Allylation, Barbier reaction, C-glycoside, D-mannose, propargylation, Ring transposition |
| Abstract | The stereoselective synthesis of beta-configured C-allyl- and C-propargyl-D-arabinofuranosides (4,7-anhydro-1,2,3-deoxy-D-gluco-oct-1-enitols and -oct-1-ynitols) was addressed by employing allylation/propargylation of a dialdofuranose under aqueous Barbier reaction conditions and acid-catalyzed furan ring transposition of 5-O-mesyl-manno-oct-7-eno- or 5-O-mesyl-manno-oct-7-ynofuranoside derivatives. |
| DOI | 10.1055/s-2008-1067016 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.260 |
Divison category:
Organic Chemistry