Physical Sciences and Mathematics Commons^™

A Catechol Approach To Natural Product Synthesis, Michelle E. Weber

Honors Theses

This research has focused on the total synthesis of the iron--chelating natural product 1-(2,3-hydroxyphenyl)-4-methoxy-I-butanone. An extract of the iron-cleficient fungus Gleophyllwn lraebeum, this molecule is thought to bind to Fe3+ in a hexacoordinate system to aid in transport through cell walls in order to help regulate iron levels in such iron-deficient fungi. Since the proposed structure of the molecule is based only on the spectral data of a very small sample, our hope is to synthesize and confirm its structure as the extract of the brown rot fungus. We have developed a relatively short retrosynthesis for our work on this …