Entity

Time filter

Source Type


Sarkar D.,Abn Seal Government College | Venkateswaran R.V.,Indian Association for The Cultivation of Science
Tetrahedron | Year: 2011

A convenient approach to the linear tetrahydrofurano benzopyran ring system of xyloketals is described. An orthoester Claisen rearrangement of a chromenol and an intra-molecular cationic cyclization are the key steps in the synthesis. A short, stereocontrolled and high yield synthesis of the phytotoxic metabolite alboatrin was achieved employing this strategy. A unique case of Lewis acid catalyzed isomerization of epi-alboatrin to alboatrin was observed. Subsequently this methodology was extended for the first total synthesis of xyloketal G, where a one pot reaction of three steps viz., acetylation, isomerization and demethylation occurred during acetylation of a mixture of nor-o-methyl xyloketal G and nor-o-methyl epi xyloketal G in presence of AlCl3 to furnish xyloketal G in very good overall yield. © 2011 Elsevier Ltd. All rights reserved. Source


Sarkar D.,Abn Seal Government College | Venkateswaran R.V.,Indian Association for The Cultivation of Science
Tetrahedron Letters | Year: 2011

An expedient synthesis of bruguierol A encompassing a novel 2,3-benzo-8-oxabicyclo[3.2.1]octane ring system is described employing ring closing metathesis to generate the oxa-bridged tricyclic core. © 2011 Published by Elsevier Ltd. Source

Discover hidden collaborations