Abstract
The first example of a pair of interconvertible diastereomeric epimers 2α/2β-hydroxy-2- p-hydroxybenzyl-3(2 H)-benzofuranone-7-C-β- d-glucopyranoside isolated from the heartwood of Pterocarpus marsupium is reported. The predominance of 1a over 1b was supported by dynamic exchange rates and activation parameters obtained from NMR studies. The mechanism of this unique phenomenon is thought to be operative by the formation of diketone as suggested by deuterium exchange.
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