Wilkins, A.L.Ronaldson, Kathlyn Joy2025-09-022025-09-021980https://hdl.handle.net/10289/17626Lichen metabolites from various Nephroma and Pseudocyphellaria species have been subjected to a number of spectroscopic and synthetic investigations. Hypoiodite reaction of 15α-acetoxyhopan-17(21)-en-24-ol yielded a complex mixture of products, while similar reaction of 7-oxohopan-22-ol resulted in cleavage of the side-chain. Preparation of an α-sulphenylated 15-ketone was achieved as the first step in a carbonyl transposition sequence. Complete assignment of the ¹³C nmr spectra of four pentacyclic and two ring A-cleaved stictane derivatives provided evidence of the boat-ring B. The low frequency infrared spectra of a number of stictane and hopane triterpenoids yielded structurally significant correlations. Two depsidonal constituents of N. australe were demonstrated to be hypostictic acid and hyposalazinic acid. The reactions of mercuric acetate with unsaturated compounds are reviewed and anomalous products of Jones reagent oxidation investigated.enAll items in Research Commons are provided for private study and research purposes and are protected by copyright with all rights reserved unless otherwise indicated.Thesis