H. Quiroz-Florentino, R. Hernández-Benitez, J. Aviña
Mar 2, 2011
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Influential Citations
13
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Journal
Synthesis
Abstract
The synthesis of the natural furan derivatives 5-{[(4-hydroxybenzyl)oxy]methyl}-2-furaldehyde and pichiafuran C is described. Diverse alternative synthetic approaches were developed for the preparation of these natural products. They were prepared through an etherification reaction of the key furan precursor 5-(hydroxymethyl)-2-furaldehyde (HMF), which can be readily obtained from D -fructose, D-glucose, or sucrose, with the corresponding alcohols. 5-{[(4-Hydroxybenzyl)oxy]methyl}-2-furaldehyde was not only obtained in a two-step methodology but also by a biomimetic single-step synthesis. Similarly, pichiafuran C was prepared by three different syntheses, each one by a two-step procedure, also including a biomimetic approach.