Part I. The total synthesis of epi-antrodioxolanone Part II. Quinones as synthons for polycyclic, heteroaromatic natural products

Marco Rosario Buccini

Research output: ThesisDoctoral Thesis

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Abstract

[Truncated] Chapter one details work towards the ethynylbenzenoid natural product,
antrodioxolanone (II – Scheme I), which was isolated in 2007 by Chen et al. from the
orange-brown, polypore mushroom, Antrodia camphorata, a highly valued traditional
medicine. The total synthesis of antrodioxolanone (II) was approached via nucleophilic
addition, nucleophilic substitution and pinacol coupling methodologies. This work
culminated in the first synthesis of racemic, epi-antrodioxolanone (epi-II) by a key
samarium diiodide-mediated pinacol coupling of the co-metabolite, antrocamphin B (I).
Original languageEnglish
QualificationDoctor of Philosophy
Publication statusUnpublished - 2014

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