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|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
|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.|
|Appears in Collections:||IJC-B Vol.54B(08) [August 2015]|
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