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http://nopr.niscpr.res.in/handle/123456789/31901| Title: | Diastereoselective synthesis of tetrahydrofuran unit of (±)-6′-epi-varitriol from 5-oxabicyclo[2.1.1]hexane derivative |
| Authors: | Mahadevegowda, Surendra H Khan, Faiz Ahmed |
| Keywords: | epi-Varitriol;5-oxabicyclo[2.1.1]hexane;Diastereoselective;Reduction;Iodocyclization |
| Issue Date: | Aug-2015 |
| Publisher: | NISCAIR-CSIR, India |
| Abstract: | A highly diastereoselective approach leading to tetrahydrofuran unit of an unnatural (±)-6′-epi-varitriol starting from an in-house 5-oxabicyclo[2.1.1]hexane derivative is reported. The resultant anti-alcohol via diastereoselective reduction of a γ,δ-unsaturated ketone has been subjected to 5-exo-trig iodoyclization using iodine and subsequent hydrogenolysis which affords titled tetrahydrofuran derivative. The prepared acyclic unsaturated polyol is a six-carbon sugar analogue and hence a carbocycle to carbohydrate route has been demonstrated. |
| Page(s): | 958-964 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Appears in Collections: | IJC-B Vol.54B(08) [August 2015] |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| IJCB 54B(8) 958-964.pdf | 186.48 kB | Adobe PDF | View/Open |
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