Please use this identifier to cite or link to this item:
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 SizeFormat 
IJCB 54B(8) 958-964.pdf186.48 kBAdobe PDFView/Open

Items in NOPR are protected by copyright, with all rights reserved, unless otherwise indicated.