Synthesis of alpha-oxyalkyl-alpha,β-cyclohexenones related to the anti-tumour agents COTC and Antheminone A

Abstract

The alpha-oxymethyl-alpha,β-cyclohexenone moiety is embedded in several bioactive natural products, including 2-crotonyloxymethyl-(4R,5R,6R)-trihydroxy-cyclohex-2-enone (COTC) and Antheminone A. Both of these compounds have been shown to display high cytotoxicity towards a variety of cancer cell lines. The synthesis of a new series of mono-hydroxylated analogues of these compounds possessing an aromatic substituent is described. Concurrently with this synthesis, investigations onto 1,4-nucleophilic addition reactions are reported.

Date of Award	10 May 2011
Original language	English
Awarding Institution	The University of Manchester